100+ Best Small Towns in Ontario to Visit in 2025: Hidden Gems, Getaways & Local Favourites
One of my favourite things about living in Ontario is the many charming towns we’ve been blessed with. Whether you’re chasing waterfalls, strolling historic main streets, paddling across pristine lakes, or discovering a cozy bakery in a place you’ve never heard of—there’s always a hidden gem waiting just a short drive away.
Some of the places on this list are technically cities, but they absolutely feel like small towns—walkable, cozy, community-based, and full of heart. I’ve marked those ones with an asterisk (*), because while they may be bigger in size, they still deliver that unmistakable small-town vibe we all love.
Use this as your ultimate bucket list for Ontario adventures—whether you’re planning a weekend getaway, a day trip, or a slow road trip across the province.
Let’s get exploring! 🚗
1. Algonquin
Cradled between the dense forests of Muskoka and the Ottawa Valley, Algonquin is more than just a park—it’s a legendary wilderness escape filled with glassy lakes, wild moose, and hauntingly beautiful trails that call to your inner explorer.
Why Visit? Ontario’s most iconic backcountry playground—raw nature at its best.
Can’t-Miss Activities:
- 🛶 Barron Canyon Canoe Route – Cliffside paddling like nowhere else
- 🐻 Wildlife Spotting along Hwy 60 – Moose, beavers, and maybe wolves
- 🌄 Centennial Ridges Trail – One of Ontario’s most scenic hikes
Best Accommodations:
🛏️ Arowhon Pines, Hwy 60 – All-inclusive, unplugged wilderness lodge
🛏️ Killarney Lodge, Lake of Two Rivers – Classic cabins with cozy meals
Dining Highlights:
🥪 Lake of Two Rivers Grill, inside the park – Great for trail snacks and burgers
☕ The Mad Musher, Whitney – Hearty pre-hike breakfasts
2. Almonte
Tucked along the Mississippi River (yes, Ontario has one too!), Almonte is a storybook town of cobblestone charm, cascading falls, and converted mills that now house indie shops and dreamy cafés.
Why Visit? A postcard-perfect riverside retreat with major Hallmark movie vibes.
Can’t-Miss Activities:
- 🌊 Almonte Riverwalk, Mill St – Heritage architecture meets soothing rapids
- 🎄 Holiday Night Market – Pure cozy magic in winter months
- 🖼️ Sivarulrasa Gallery, 34 Mill St – One of Ontario’s best small-town art stops
Best Accommodations:
🛏️ Almonte Riverside Inn, 81 Queen St – Upscale boutique inn with a river view
🛏️ Menzies House B&B, 80 Queen St – Historic and heartfelt
Dining Highlights:
🥐 North Market, 34 Mill St – Croissants and craft coffee done right
🍽️ Joe’s Italian Kitchen, 60 Mill St – Wood-fired pizza in a cozy nook
3. Amherstburg
On the banks of the Detroit River near Lake Erie, Amherstburg is one of Ontario’s oldest towns—blending deep history with vibrant wine country and riverside leisure.
Why Visit? Heritage, vineyards, and sunsets over the water.
Can’t-Miss Activities:
- 🏰 Fort Malden National Historic Site, 100 Laird Ave S – War of 1812-era fort
- 🍷 Dancing Swallows Vineyard, 8704 Essex Rd 9 – Chill vibes, great wine
- 🚲 Waterfront Trail, along Dalhousie St – Ride, walk, or picnic
Best Accommodations:
🛏️ Bondy House B&B, 111 Bondy Ave – Victorian charm
🛏️ The Guesthouse at North 42, 130 County Rd 50 – Stay among the vines
Dining Highlights:
🥘 The Salty Dog, 237 Dalhousie St – Casual eats with patio views
🍰 Caffeine & Co, 76 Richmond St – Coffee and cake with flair
4. Bancroft
Surrounded by forests and hills in eastern Ontario, Bancroft is Ontario’s “mineral capital” and a basecamp for outdoor lovers and stargazers.
Why Visit? A rugged little gem with big outdoor appeal.
Can’t-Miss Activities:
- ⛏️ Princess Sodalite Mine, 31241 Hwy 28 – Dig for dazzling blue stones
- 🌌 Silent Lake Provincial Park, nearby – Stargazing and total quiet
- ⛰️ Eagle’s Nest Lookout, Eagles Nest Park Rd – Sweeping cliffside views
Best Accommodations:
🛏️ Sword Inn, 146 Hastings St N – Simple and central
🛏️ Grainger’s Cottage, nearby – Great for families and groups
Dining Highlights:
🍔 The Granite, 126 Bridge St – Elevated pub with live music nights
☕ McG’s Cakes on Main, 18 Bridge St W – Cute and cake-filled
5. Barrie
Right on the western shores of Lake Simcoe, Barrie is a vibrant city-meets-small-town hybrid with waterfront charm and a strong arts and food scene.
Why Visit? Lakeside living, festivals, and easy weekend access from Toronto.
Can’t-Miss Activities:
- 🚣♀️ Centennial Park, Lakeshore Dr – Beaches, trails, and kayaking
- 🎨 MacLaren Art Centre, 37 Mulcaster St – Contemporary Canadian art
- 🛍️ Downtown Barrie – Great shops and weekend markets
Best Accommodations:
🛏️ Monte Carlo Inn, 81 Hart Dr – Affordable and central
🛏️ Hampton Inn & Suites, 74 Bryne Dr – Clean and consistent
Dining Highlights:
🍝 Il Buco Ristorante, 31 Dunlop St E – Italian with a waterfront view
🍻 Flying Monkeys Brewery, 107 Dunlop St E – Fun beers + funky atmosphere
6. Bath
Just west of Kingston along the Loyalist Parkway, Bath is a small lakeside hamlet with deep Loyalist roots and historic ambiance.
Why Visit? Quaint charm, golf, and 18th-century architecture.
Can’t-Miss Activities:
- 🏛️ Fairfield-Gutzeit House, 341 Main St – Loyalist heritage home
- 🏌️ Loyalist Golf & Country Club, 1 Loyalist Blvd – Scenic fairways
- 🚴 Loyalist Parkway Trail – Cycle past lake views and wildflowers
Best Accommodations:
🛏️ Bath B&B, 203 Church St – Local and lovely
🛏️ Wolfe Island Inns (nearby) – Extend your stay to the islands
Dining Highlights:
🍖 J&B’s Family Restaurant, 426 Main St – Friendly comfort food
🥧 360 Castaways, 360 Main St – Great local café and pie
7. Bayfield
On the shores of Lake Huron, Bayfield is a picturesque haven of sandy beaches, elegant inns, and a thriving arts community.
Why Visit? Quiet beach town meets creative retreat.
Can’t-Miss Activities:
- 🌅 Bayfield Pier – Epic sunsets and summer serenity
- 🖼️ Main Street Galleries – Art lovers, rejoice
- 🏖️ Pioneer Park – Best views in town with beach access
Best Accommodations:
🛏️ The Little Inn of Bayfield, 26 Main St N – Victorian charm with modern touches
🛏️ The Ashwood Inn, 34777 Bayfield River Rd – Boutique with a music lounge
Dining Highlights:
🍷 Black Dog Pub & Bistro, 5 Main St N – Farm-to-table with flair
☕ The Pink Flamingo Bakery, 17 Main St N – Don’t skip the scones
8. Belfountain
Tucked in the hills of Caledon near the Forks of the Credit, Belfountain is a tiny town with a huge natural backdrop—and waterfalls to prove it.
Why Visit? Quaint meets wild with a dash of fairytale forest.
Can’t-Miss Activities:
- 🌉 Belfountain Conservation Area, 10 Credit St – Swinging bridges & falls
- ☕ Higher Ground Coffee, 17277 Old Main St – Trailhead caffeine fix
- 🎨 Belfountain Village Store, 17277 Old Main St – Homemade everything
Best Accommodations:
🛏️ Forks of the Credit Inn, 1498 Cataract Rd – Stylish boutique lodge
🛏️ Millcroft Inn & Spa, nearby – Waterfall views and massages
Dining Highlights:
🥪 The Common Good Café, 17277 Old Main St – Cozy eats and sweet treats
9. Bloomfield
Centrally located in Prince Edward County, Bloomfield is the County’s artsy, quiet sister to nearby Picton and Wellington—think country roads, cute shops, and iced tea on a porch swing.
Why Visit? A relaxing retreat surrounded by wineries and antique finds.
Can’t-Miss Activities:
- 🛍️ Main Street Shops – Antiques, art, and all things quaint
- 🚴 Millennium Trail Access – Bike to nearby vineyards
- 🍦 Slickers Ice Cream, 271 Main St – Famous for a reason
Best Accommodations:
🛏️ Angeline’s Inn, 433 Main St – Eclectic and Instagram-ready
🛏️ The Wilfrid Boutique Farmhouse, 3033 County Rd 8 – Farm-chic perfection
Dining Highlights:
🥗 Bloomfield Public House Market, 257 Main St – Local, rustic, and lovely
☕ The Saylor House Café, 274 Main St – Patio and pastries galore
10. Blue Mountain (Craigleith)
Nestled between Georgian Bay and the Niagara Escarpment, Blue Mountain is Ontario’s most famous four-season resort village—but also a beautiful town on its own.
Why Visit? Active adventure with luxe touches and jaw-dropping views.
Can’t-Miss Activities:
- ⛷️ Blue Mountain Resort, 156 Jozo Weider Blvd – Ski, spa, shop
- 🚠 Scenic Caves Nature Adventures, 260 Scenic Caves Rd – Caves + suspension bridge
- 🚲 Apple Pie Trail, through Town of Blue Mountains – Cycle + cider combo
Best Accommodations:
🛏️ Westin Trillium House, 220 Gord Canning Dr – The region’s premier resort
🛏️ Blue Mountain Village Suites, multiple options
Dining Highlights:
🍴 Oliver & Bonacini Café Grill, in the Westin – Upscale dining with a view
🍕 Firehall Pizza Co., 162 Jozo Weider Blvd – Fun and family-friendly
11. Bobcaygeon
In the heart of the Kawarthas, Bobcaygeon is a lakeside gem that blends cottage country charm with indie shopping, good food, and those sweet summer dockside vibes.
Why Visit? The quintessential “relax by the water” Ontario escape.
Can’t-Miss Activities:
- 🚤 Lock 32 – Trent-Severn Waterway, Bolton St – Boaters galore
- 🛍️ Bigley’s Shoes & Clothing, 35 Bolton St – Iconic shopping destination
- 🎶 Live Music by the Locks, summer evenings
Best Accommodations:
🛏️ Kawartha Lakes Waterfront Cottages – Rent a cozy cottage with lake access
🛏️ Eganridge Resort, 26 Country Club Dr – Lakeside luxury & golf
Dining Highlights:
🍽️ Just for the Halibut, 17 King St E – Seafood done right
🍩 Kawartha Dairy, 89 Bolton St – Ice cream bliss
12. Bowmanville
East of Toronto, Bowmanville offers small-town friendliness with great trails, seasonal festivals, and a charming historic downtown you’ll want to stroll again and again.
Why Visit? Accessible charm with surprising outdoor gems.
Can’t-Miss Activities:
- 🌸 Visual Arts Centre, 143 Simpson Ave – Local exhibitions and workshops
- 🌳 Bowmanville Valley Trails – Gorgeous river and ravine trails
- 🎡 Maple Festival & Apple Fest – Downtown delights
Best Accommodations:
🛏️ Liberty Inn, 5 Liberty St S – Clean and central
🛏️ Best Western Plus, 160 Liberty St S – Pool, hot breakfast, and friendly
Dining Highlights:
🥪 Three Six Kitchen & Lounge, 36 King St W – Stylish with a chef-driven menu
🍕 The Toasted Walnut, 8 King St E – Comfort food with flair
13. Bracebridge
In the heart of Muskoka, Bracebridge is where waterfalls, forests, and Victorian architecture meet cozy cafés and outdoor fun.
Why Visit? Nature meets nostalgia with all the Muskoka feels.
Can’t-Miss Activities:
- 💦 Bracebridge Falls, Downtown – Beautiful and right by the shops
- 🎅 Santa’s Village, 1624 Golden Beach Rd – Christmas magic in the woods
- 🍻 Muskoka Brewery, 1964 Muskoka Beach Rd – Local beer with a big reputation
Best Accommodations:
🛏️ Inn at the Falls, 8 Mahaffy Ct – Historic and atmospheric
🛏️ Touchstone Resort, 1869 Muskoka Rd 118 W – Lakeside relaxation
Dining Highlights:
🍽️ Riverwalk Restaurant, 1 Manitoba St – Elegant riverside eats
🍩 Momma Bear’s Ice Cream & Sweets, 8 Manitoba St – A local fave
14. Brantford
Once the home of Alexander Graham Bell, Brantford balances industrial roots with lush trails, museums, and a growing foodie scene.
Why Visit? History, hiking, and unexpected culture.
Can’t-Miss Activities:
- 📞 Bell Homestead National Historic Site, 94 Tutela Heights Rd – Where the phone was born
- 🌿 Grand River Trail System – Scenic cycling and hiking
- 🖼️ Glenhyrst Art Gallery, 20 Ava Rd – Art in a beautiful riverside mansion
Best Accommodations:
🛏️ Home2 Suites by Hilton, 27 Sinclair Blvd – Modern, spacious, pet-friendly
🛏️ TownePlace Suites, 30 Fen Ridge Ct – Quiet comfort with amenities
Dining Highlights:
🍔 Sociable Kitchen + Tavern, 45 King George Rd – Trendy pub eats
🥘 The Works, 80 Dalhousie St – Gourmet burgers galore
15. Brighton
Located on the shores of Lake Ontario near Presqu’ile Provincial Park, Brighton is a peaceful town perfect for beachgoers, birdwatchers, and antique lovers.
Why Visit? A relaxed lakeside town with nature right next door.
Can’t-Miss Activities:
- 🐦 Presqu’ile Provincial Park, 328 Presqu’ile Pkwy – Beaches, birding, trails
- 🛍️ Mrs. B’s Country Candy, 8 Loyalist Dr – Old-school sweets
- 🚜 Memory Junction Railway Museum, 60 Maplewood Ave – Rail history + charm
Best Accommodations:
🛏️ The Timber House Resort, 116 Cedardale Rd – Tranquil and cozy
🛏️ Brighton Inn, 40 Young St – Charming century home
Dining Highlights:
🥘 The Gables Restaurant, 19 Main St – Fine dining in a heritage building
🥗 Vito’s Pizzeria, 38 Main St – Family favourite
16. Brockville
Set along the majestic St. Lawrence River, Brockville is a historic port town known for its beautiful waterfront, first-in-Canada railway tunnel, and ties to the Underground Railroad.
Why Visit? History and water views wrapped in 1000 Islands beauty.
Can’t-Miss Activities:
- 🚇 Brockville Railway Tunnel, Water St – Canada’s oldest railway tunnel (1860!)
- 🏛️ Fulford Place Museum, 287 King St E – Opulent mansion with Tiffany glass
- 🐠 Aquatarium, 6 Broad St – Fun & educational for families
Best Accommodations:
🛏️ 48 King West Hotel, 48 King St W – Boutique luxury downtown
🚢 1000 Islands River Suites – Unique floating experience
Dining Highlights:
🍝 The Mill Restaurant, 123 Water St W – Historic mill with great waterfront views
☕ The Sweet Life Café, 10 Market St – Espresso, treats, and cozy vibes
17. Burleigh Falls
A scenic hamlet in cottage country, Burleigh Falls is where rushing waters, rock formations, and peaceful paddling define the vibe.
Why Visit? Nature sounds, boating, and a slower pace.
Can’t-Miss Activities:
- 💦 Burleigh Falls Lookout, Hwy 28 – Stunning photo op
- 🛶 Kawartha Highlands PP, nearby – Explore backcountry lakes
- 🧺 Picnic at the Locks, Lock 28 – Watch boats pass through
Best Accommodations:
🛏️ Burleigh Falls Inn, 4791 Hwy 28 – Rustic lakeside inn
🛏️ Beachwood Resort, 3043 Beachwood Dr – Family-owned and friendly
Dining Highlights:
🍳 The Grill at Burleigh Falls Inn – Homemade meals with a view
☕ Kawartha Coffee Co., nearby – Great coffee and baked goods
18. Campbellford
In the heart of Trent Hills, Campbellford is a riverside town where you’ll find suspension bridges, scenic drives, and iconic baked goods.
Why Visit? A cozy mix of natural beauty, foodie stops, and quirky landmarks.
Can’t-Miss Activities:
- 🌉 Ranney Gorge Suspension Bridge, Ferris Park – Adventure with a view
- 🪙 The Giant Toonie, 55 Grand Rd – Canada’s biggest coin
- 🍩 Dooher’s Bakery, 61 Bridge St E – Legendary donuts
Best Accommodations:
🛏️ Emilyville Inn, 60 Grand Rd – Comfy and cute
🛏️ Campbellford River Inn, 266 County Rd 38 – Relaxing riverside escape
Dining Highlights:
🥗 Antonia’s Bistro, 28 Bridge St E – Creative dishes, warm vibes
☕ I Am Coffee, 53 Bridge St E – Friendly brews, sweet treats
19. Carleton Place
Just 20 minutes west of Ottawa, Carleton Place combines waterfront tranquility with historic downtown energy and an emerging culinary scene.
Why Visit? Heritage buildings, river strolls, and big-city food in a small package.
Can’t-Miss Activities:
- 🚶♂️ Downtown Heritage Walk – Discover 1800s architecture
- 🛶 Paddling the Mississippi River – Yes, Ontario has one too!
- 🎭 Town Hall Square, Bridge St – Live music & theatre
Best Accommodations:
🛏️ The Grand Hotel, 7 Bridge St – Elegant and central
🛏️ River Breeze Inn, 254 Lake Ave W – Cozy waterfront option
Dining Highlights:
🍴 St. James Gate, 111 Bridge St – Cozy, Irish-inspired fare
☕ Under Pressure Coffee House, 104 Bridge St – Great lattes and community vibe
20. Cobalt
Once the silver capital of the world, Cobalt is a historic mining town with rugged terrain, fascinating history, and indie art spaces.
Why Visit? A hidden northern gem for history lovers and photographers.
Can’t-Miss Activities:
- ⛏️ Cobalt Mining Museum, 24 Silver St – Deep dive into mining life
- 🏚️ Historic Mine Site Tours – Hauntingly beautiful ruins
- 🖼️ Classic Theatre Cobalt, 30 Silver St – Art deco stage performances
Best Accommodations:
🛏️ Canadian Motor Hotel, nearby in Haileybury – Comfortable and close
🛏️ Leisure Inn, New Liskeard – Great for road-trippers
Dining Highlights:
🍔 Silver Café, 22 Prospect Ave – Retro diner vibes
☕ Temiskaming Artisan Coffee, nearby – A local favourite
21. Coboconk
Located at the tip of Balsam Lake in the Kawarthas, Coboconk (or “Coby” as locals call it) is a small town that punches above its weight with natural beauty, lake culture, and family-friendly fun.
Why Visit? The highest elevation of freshwater in Canada, and pure cottage vibes.
Can’t-Miss Activities:
- 🚤 Balsam Lake Provincial Park, 2238 Hwy 48 – Swim, camp, canoe
- 🐟 Fishing & boating tours – Gateway to the Trent-Severn Waterway
- 🧊 Canada’s Smallest Jail, 9 Government Dock Rd – A fun 4-cell photo op
Best Accommodations:
🛏️ Balsam Resort, 21 Lila St – Beachfront with docks and firepits
🛏️ Coboconk Cottages, various listings – Family-friendly rentals
Dining Highlights:
🍔 The Pattie House, 6676 Hwy 35 – Pub fare & live music
🍦 Goody Goody’s Ice Cream, 6667 Hwy 35 – Iconic stop on a hot day
22. Cobourg
Nestled on the shores of Lake Ontario between Toronto and Kingston, Cobourg offers white sand beaches, historic homes, and a vibrant cultural scene—all in one charming downtown.
Why Visit? The beach town you didn’t know you needed.
Can’t-Miss Activities:
- 🏖️ Cobourg Beach, 138 Division St – Clean, calm, and walkable
- 🎭 Victoria Hall, 55 King St W – Performances + galleries in a neoclassical gem
- 🌸 Waterfront Trail, east & west ends – Lake breezes and flower gardens
Best Accommodations:
🛏️ The King George Inn, 77 Albert St – Waterfront elegance in a heritage building
🛏️ Northumberland Heights Wellness Retreat, nearby – Spa meets countryside
Dining Highlights:
🥗 The Buttermilk Café, 44 King St W – Hearty brunch and homemade pies
🍽️ Arthur’s Pub, 20 Elizabeth St – Gastro vibes near the harbour
23. Colchester
Perched on the north shore of Lake Erie, Colchester is a cozy lakeside village in Essex County that’s a hidden gem for wine lovers and sunset chasers.
Why Visit? Ontario’s southern charm with epic wine and lakefront views.
Can’t-Miss Activities:
- 🍷 Wine route hopping – Oxley, Viewpointe, and Sprucewood
- 🚲 Cycling along County Road 50 – Canada’s southernmost wine trail
- 🌅 Colchester Beach & Marina, Jackson St – Catch the sunset, maybe a perch
Best Accommodations:
🛏️ The Grove Motel, 14 Division St – Boutique, playful, Insta-ready
🛏️ Colchester Harbour Guesthouse, 7 Jackson St – Steps from the water
Dining Highlights:
🍤 The Lakeside Bakery, 286 Erie St S – Euro-style meals & sweets
🥘 Garfield’s, 519 County Rd 50 – Lakefront eats with wine pairings
24. Coldwater
Set on the banks of the Coldwater River, this quaint village near Orillia is rich in pioneer history, small-town spirit, and quirky festivals.
Why Visit? Storybook vibes, a vibrant community, and steampunk parades.
Can’t-Miss Activities:
- 🧙 Coldwater Steampunk Festival, every August – A wild and wonderful sight
- 🏛️ Coldwater Canadiana Museum, 1474 Woodrow Rd – Pioneer history and gardens
- 🎃 Witches Walk, fall – A Halloween-themed downtown bash
Best Accommodations:
🛏️ The Mill Inn, 21 Coldwater Rd – Stay in a beautifully restored flour mill
🛏️ Creekside Bed & Breakfast, 5 Jacob St – Homey and friendly
Dining Highlights:
🥧 Em’s Café, 23 Coldwater Rd – Pastries, sandwiches, and cozy vibes
🍺 Coldwater Brewery & Grill, 18 Coldwater Rd – Craft beer + pub eats
25. Collingwood
With Georgian Bay on one side and Blue Mountain on the other, Collingwood is a four-season playground known for its heritage downtown, mountain sports, and lakefront beauty.
Why Visit? Mountain meets bay with something for everyone.
Can’t-Miss Activities:
- ⛷️ Blue Mountain Resort, nearby – Ski, board, hike, bike
- 🛶 Sunset Point Park, St Lawrence St – Scenic views and picnic spots
- 🚴 Georgian Trail, 34km to Meaford – Flat and full of fresh air
Best Accommodations:
🛏️ The VanderMarck Boutique Hotel, 64 Third St – Stylish and walkable
🛏️ Living Water Resort & Spa, 9 Harbour St E – Full-service & waterfront
Dining Highlights:
🍽️ The Pine, 49 Huron St – Intimate, tasting-menu only
🍔 Northwinds Brewery, 499 First St – Craft beer + comfort food
26. Creemore
Tucked in the hills of Clearview Township, Creemore is home to rolling landscapes, artisan shops, and one of Canada’s best-known craft breweries.
Why Visit? Artsy meets hoppy in this charming valley town.
Can’t-Miss Activities:
- 🍺 Creemore Springs Brewery, 139 Mill St – Classic lager + free tours
- 🎨 Local art studios + farmer’s market – Small town creativity on full display
- 🥾 Devil’s Glen Provincial Park, nearby – Peaceful hiking with views
Best Accommodations:
🛏️ Creemore House Inn, 201 Mill St – Elegant and central
🛏️ Angel House B&B, 3 Caroline St – Historic with hearty breakfast
Dining Highlights:
🍕 Pizza Perfect Wings, 175 Mill St – Great post-hike snack
🍞 Affair Bakery, 148 Mill St – Flaky pastries and strong coffee
27. Crystal Beach
Tucked in Fort Erie on the Lake Erie coast, Crystal Beach is a summertime destination famous for its soft sand, warm water, and throwback vibes.
Why Visit? A true beach town with an old-school heart.
Can’t-Miss Activities:
- 🏖️ Bay Beach, Erie Rd – Warm, shallow waters ideal for kids
- 🍦 The Chill Shack, 400 Erie Rd – Instagram-famous soft serve
- 🛍️ Cute shops & ice cream huts, along Erie Rd – Think classic cottagecore
Best Accommodations:
🛏️ Hotel Philco, 402 Derby Rd – Retro-chic and funky
🛏️ Crystal Beach Cottages, multiple rentals – Perfect for families
Dining Highlights:
🌮 Casa Hugo, 4020 Erie Rd – Tacos + tequila, yes please
🍕 San Vito’s, 4025 Erie Rd – Italian favourites right by the water
28. Deep River
Along the Ottawa River in the upper Ottawa Valley, Deep River is all about stargazing, paddling, and peaceful solitude—plus a surprising dose of science history.
Why Visit? Quiet town, big skies, and nuclear physics (yes, really).
Can’t-Miss Activities:
- 🧠 Canadian Clock Museum, 60 James St – Ticking with charm
- 🛶 Lamure Beach, off Riverside Dr – Canoe launch & swim spot
- 🌌 Night sky viewing, anywhere – One of the darkest skies in Ontario
Best Accommodations:
🛏️ Shemron Suites Hotel, 352 Bay St – Simple and reliable
🛏️ The Bears Den Lounge, 33177 Hwy 17 – Pub + motel style stop
Dining Highlights:
🥘 Long Shot’s Sports Café, 33373 Hwy 17 – Casual local favourite
☕ Valley Artisans Coffee, 33373 Hwy 17 – Coffee, crafts, and conversation
29. Dundas
Tucked into the valley west of Hamilton, Dundas is a leafy, charming town surrounded by waterfalls, trails, and a charming downtown strip.
Why Visit? A nature lover’s dream with all the small-town feels.
Can’t-Miss Activities:
- 💦 Webster’s Falls, 144 Fallsview Rd E – One of the most iconic in Ontario
- 🥾 Dundas Valley Conservation Area, 650 Governors Rd – Hiking, biking, horseback
- 🛍️ King Street, downtown – Boutiques, bookshops, and bakeries
Best Accommodations:
🛏️ Osler House B&B, 30 South St W – Historic and elegant
🛏️ The High Acre, 53 Head St – Spa retreat with gardens
Dining Highlights:
🥗 Quatrefoil, 16 Sydenham St – Fine dining worth the trip
☕ Detour Coffee Roasters, 41 King St W – One of Ontario’s best
30. Elora
Carved by the Grand River, Elora is a jaw-droppingly scenic village known for its gorge, arts scene, and some of the province’s best boutique stays.
Why Visit? A fairytale town with natural drama and style.
Can’t-Miss Activities:
- 🏞️ Elora Gorge, 7400 Wellington Rd 21 – Tube, hike, or just stare
- 🖼️ Elora Centre for the Arts, 75 Melville St – Local exhibits + workshops
- 🎵 Riverfest Elora, August – Epic indie music festival
Best Accommodations:
🛏️ Elora Mill Hotel & Spa, 77 Mill St W – Luxury with a view of the gorge
🛏️ Victoria Street Retreat, 148 Victoria St – Quaint, quiet, charming
Dining Highlights:
🍽️ The Evelyn, 140 Metcalfe St – Stylish, seasonal, sensational
🍺 Elora Brewing Co., 107 Geddes St – Beer, burgers, and community
31. Erin
Surrounded by rolling hills and horse farms in Wellington County, Erin is a quaint little town with countryside charm, boutique shopping, and a growing food scene.
Why Visit? A peaceful blend of rustic landscapes and cozy downtown strolls.
Can’t-Miss Activities:
- 🛍️ Main Street Erin, near Church Blvd – Antiques, fashion, and artisan goods
- 🚶♀️ Elora Cataract Trailway, access from Station Rd – Scenic walking and biking
- 🐴 Spirit Tree Estate Cidery, nearby in Caledon – Tasting flights + wood oven pizza
Best Accommodations:
🛏️ Devonshire Guest House, 22 Main St – Quaint and central
🛏️ Forks of the Credit Inn, 1498 Cataract Rd – Countryside luxury just south
Dining Highlights:
🍝 Bodega Erin, 34 Main St – Italian-inspired, local ingredients
☕ The Busholme, 156 Main St – Local pub with great patio
32. Fergus
A Scottish-rooted town nestled along the Grand River, Fergus boasts waterfalls, pubs, heritage stone buildings, and one epic Highland Games weekend.
Why Visit? Rich heritage and riverside charm with a Celtic twist.
Can’t-Miss Activities:
- 🏞️ Templin Gardens, Queen St – Flower-lined stairs by the river
- 🏴 Fergus Scottish Festival, August – Kilts, cabers, and pipes
- 🚶♀️ Grand River Trails – Peaceful riverside walks
Best Accommodations:
🛏️ Breadalbane Inn, 487 St Andrew St W – Historic Scottish inn
🛏️ Van Gali’s Inn & Café, 180 St Andrew St E – B&B with sweet touches
Dining Highlights:
🍽️ The Goofie Newfie, 105 Queen St W – Pub eats with Newfoundland charm
☕ The Vault Coffee & Espresso Bar, 101 St Andrew St W – Cozy and buzzing
33. Gananoque
The gateway to the Thousand Islands, Gananoque combines bold river views, artsy flair, and island-hopping adventure.
Why Visit? Explore castle islands, cruise the St. Lawrence, and unwind.
Can’t-Miss Activities:
- 🚢 Thousand Islands Boat Cruise, 280 Main St – See Boldt Castle + island homes
- 🖼️ Thousand Islands Playhouse, 690 Charles St S – Top-tier live theatre
- 🚴 Cycling the Waterfront Trail – Views for days
Best Accommodations:
🛏️ Gananoque Inn & Spa, 550 Stone St S – Lakeside luxury
🛏️ The Woodview Inn, 250 King St W – Boutique B&B with gourmet breakfast
Dining Highlights:
🦐 Riva Restaurant, 45 King St W – Italian fine dining meets relaxed atmosphere
🍺 Stonewater Pub, 490 Stone St S – Casual, craft brews, and live music
34. Goderich
Dubbed “Canada’s prettiest town,” Goderich sits high above Lake Huron with epic sunsets, a central square, and that sweet lake breeze.
Why Visit? History, beauty, and the best beach-town vibe on the west coast.
Can’t-Miss Activities:
- 🌅 Goderich Beach Boardwalk, West St – A 1.5 km loop with views
- 🏛️ Huron Historic Gaol, 181 Victoria St – Fascinating and eerie
- 🧺 Courthouse Square, Downtown – Shops, farmers’ market, and festivals
Best Accommodations:
🛏️ Samuels Boutique Hotel, 34031 Saltford Rd – Modern rustic luxury
🛏️ Colborne Bed & Breakfast, 72 Colborne St – Cozy and central
Dining Highlights:
🍕 West Street Willy’s Eatery, 42 West St – Comfort eats with a lake view
🍽️ Cait’s Café, 168 Courthouse Square – Homemade pastries and great brunch
35. Grand Bend
A beach town with energy, Grand Bend is where Lake Huron party vibes meet water sports, sunsets, and people-watching from your towel.
Why Visit? Ontario’s answer to a surf town—laid-back and lively.
Can’t-Miss Activities:
- 🏖️ Main Beach, Main St – Blue Flag beach with lifeguards and a long boardwalk
- 🛶 Pinery Provincial Park, 9526 Lakeshore Rd – Sand dunes + nature trails
- 🎶 Live shows at the Playhouse, 40 Main St W – Big talent in a beach town
Best Accommodations:
🛏️ Oakwood Resort, 70671 Bluewater Hwy – Golf, spa, beach access
🛏️ Amber Hotel, 99 Ontario St S – Stylish and modern
Dining Highlights:
🍔 Smackwater Jacks Taphouse, 71 River Rd – Lakefront dining with cold drinks
🌮 Paddington’s Pub, 19 Main St – English pub with Ontario flair
36. Gravenhurst
The gateway to Muskoka, Gravenhurst is all about boating, nature, and nostalgia. Paddle steamers, artisan markets, and a lovely downtown await.
Why Visit? Muskoka vibes without the crowds of Bracebridge or Huntsville.
Can’t-Miss Activities:
- 🚢 Muskoka Steamships & Discovery Centre, 275 Steamship Bay Rd – Classic cruises
- 🎨 Gravenhurst Farmers’ Market, Wednesdays – One of the best in Ontario
- 🌲 Lookout Trail, Hardy Lake Park – Gorgeous hike through granite outcrops
Best Accommodations:
🛏️ Taboo Muskoka, 1209 Muskoka Beach Rd – Lakeside luxury with a golf course
🛏️ The Inn on Bay, 291 Bay St – Quaint and walkable
Dining Highlights:
🍴 The Oar, 530 Muskoka Rd N – Upscale rustic dining
🍕 Well Fed, 150 Hotchkiss St – Artisan pizza and local fare
37. Grimsby
On the Niagara Escarpment, Grimsby is a wine-country town known for its painted beach cottages, beautiful hikes, and creative community.
Why Visit? Colourful, cultured, and close to vineyards.
Can’t-Miss Activities:
- 🏘️ Grimsby Beach “Gingerbread Houses”, Auditorium Cir – Painted folk-style homes
- 🍇 Wine tastings, including Forty Creek Distillery
- 🥾 Bruce Trail access – Epic escarpment hiking
Best Accommodations:
🛏️ Vineland Estates B&Bs, nearby – Rustic-luxury winery stays
🛏️ Super 8 by Wyndham, 11 Windward Dr – Budget-friendly base
Dining Highlights:
🍽️ Casa Toscana, 26 Main St W – Authentic Italian experience
☕ Station 1 Coffeehouse, 28 Main St E – Artsy and inviting
38. Haliburton
Set among forested hills and sparkling lakes, Haliburton is an outdoor haven with a surprising creative streak.
Why Visit? Canoes, cottages, and community art in Ontario’s Highlands.
Can’t-Miss Activities:
- 🌲 Haliburton Sculpture Forest, 297 College Dr – Art meets nature
- 🛶 Haliburton Highlands Water Trails – Paddle through pure wilderness
- 🎨 Rails End Gallery, 23 York St – Local art in a heritage station
Best Accommodations:
🛏️ Bonnie View Inn, 2713 Kashagawigamog Lake Rd – Vintage charm on the lake
🛏️ Pinestone Resort, 4252 County Rd 21 – Full resort in the hills
Dining Highlights:
🍳 Maple Avenue Tap & Grill, 195 Highland St – Locally loved comfort food
🍷 Rhubarb Restaurant, 9201 Hwy 118 – Creative eats + Haliburton Highlands Brewing
39. Harrow
A small town in Essex County, Harrow is known for its agriculture, charming main street, and proximity to the EPIC wine region.
Why Visit? Quiet wine country with a farm-to-table heartbeat.
Can’t-Miss Activities:
- 🍷 Muscedere Vineyards, 7457 County Rd 18 – Wood-fired pizza & red wines
- 🌾 Harrow Fair, Labour Day weekend – Classic Ontario fair vibes
- 🌻 The Fruit Wagon, 1574 County Rd 34 – Pick-your-own charm
Best Accommodations:
🛏️ The Grove Motel, Colchester – Boutique gem minutes away
🛏️ Point Pelee Lakeside Retreat, nearby – Peaceful lakeside escape
Dining Highlights:
🥗 Oxley Estate Winery Bistro, 533 County Rd 50 – Elegant local fare
🍴 Harrow Family Restaurant, 149 King St – Cozy and welcoming
40. Huntsville
Nestled in the northern edge of Muskoka, Huntsville is a four-season destination that balances forested seclusion with thriving local culture.
Why Visit? Waterfalls, artists, and access to Algonquin adventures.
Can’t-Miss Activities:
- 🛶 Arrowhead Provincial Park, 451 Arrowhead Park Rd – Ice trail in winter, hiking in summer
- 🎨 Group of Seven Outdoor Gallery, Main St – Murals inspired by Canadian legends
- 🛍️ Historic Downtown Huntsville – Boutiques, music, cafés
Best Accommodations:
🛏️ Deerhurst Resort, 1235 Deerhurst Dr – All-season resort with spa + golf
🛏️ Tally Ho Inn, 2222 Hwy 60 – Rustic, lakeside charm
Dining Highlights:
🍝 Tall Trees, 87 Main St W – Elegant dining in a cozy home
☕ Seven Main Café, 7 Main St W – Light bites + good vibes
41. Jordan
Tucked into the heart of Niagara’s wine country, Jordan is a postcard-perfect village surrounded by vineyards, orchards, and escarpment trails.
Why Visit? Wine tasting, charming streets, and countryside calm.
Can’t-Miss Activities:
- 🍇 Explore Twenty Valley Wine Region – Hit wineries like Cave Spring and Flat Rock
- 🖼️ Jordan Art Gallery, 3836 Main St – Rotating exhibitions from local artists
- 🚶♂️ Bruce Trail access, just outside town – Escarpment hikes with vineyard views
Best Accommodations:
🛏️ Inn on the Twenty, 3845 Main St – Luxurious rooms above a winery restaurant
🛏️ Jordan House Hotel, 3751 Main St – Pub-style charm with spa access
Dining Highlights:
🍷 Inn on the Twenty Restaurant, 3845 Main St – Elegant wine-country cuisine
🥖 Zooma Zooma Café, 3836 Main St – Cute café with fresh eats
42. Jordan Station
Just minutes from Jordan, Jordan Station is a peaceful, rural hamlet that’s home to some of Niagara’s best vineyard stays and farm-to-glass experiences.
Why Visit? It’s all about sipping wine and soaking up serenity.
Can’t-Miss Activities:
- 🍷 Fielding Estate Winery, 4020 Locust Ln – Patio tastings with vineyard views
- 🚜 Bench Brewing Company, 3991 King St – Craft beer in a heritage setting
- 🍑 Farm stands & pick-your-own fruit, in season
Best Accommodations:
🛏️ Vineyard Villa B&B, 3993 Locust Ln – Quaint rooms among the vines
🛏️ Black Rooster Guesthouse, 4181 Fly Rd – Farmhouse luxury
Dining Highlights:
🥗 Ravine Vineyard Restaurant, 1366 York Rd – One of Niagara’s best
🍽️ The Good Earth Bistro, 4556 Lincoln Ave – Seasonal and sublime
43. Kagawong
Located on the north shore of Manitoulin Island, Kagawong is one of Ontario’s most magical small towns, where waterfalls meet lighthouses and legends.
Why Visit? Island magic, historic mills, and natural wonder.
Can’t-Miss Activities:
- 💦 Bridal Veil Falls, Hwy 540 – Stunning cascade with a swimmable pool
- 🏛️ Old Mill Heritage Centre, 15 Old Mill Rd – Island history + artifacts
- 🥾 Billings Connections Trail – Public art, local stories, and nature
Best Accommodations:
🛏️ Kagawong Riverfront Resort, 71 Main St – Walk to the falls
🛏️ Twin Bluffs Bed & Breakfast, Hwy 540 – Spectacular lake views
Dining Highlights:
🍩 Manitoulin Chocolate Works, 33 Main St – Artisan sweets
🍽️ Main Street Café, 39 Main St – Comfort food with a view
44. Kenora
Situated in northwestern Ontario, Kenora sits on the shores of Lake of the Woods—offering incredible fishing, boating, and rugged beauty.
Why Visit? Cottage country vibes, northern flair, and true remoteness.
Can’t-Miss Activities:
- 🚤 Lake of the Woods Sunset Cruise, 931 Lakeview Dr – Unforgettable sunsets
- 🎨 Lake of the Woods Museum, 300 Main St S – Local history + exhibits
- 🎣 Fishing and paddling adventures – True northern Ontario wilderness
Best Accommodations:
🛏️ Boathouse Boutique Motel, 105 Main St S – Stylish rooms on the water
🛏️ Clarion Lakeside Inn, 470 First Ave S – Lakefront comfort
Dining Highlights:
🍕 Lake of the Woods Brewing Co., 350 Second St S – Beer + burgers
🍽️ 901 Westside, 901 Ottawa St – Elegant dining with a view
45. Kincardine
On the eastern shores of Lake Huron, Kincardine is a Scottish-rooted town filled with lighthouse views, highland pipers, and beachy charm.
Why Visit? Bagpipes at sunset, beautiful beaches, and that small-town pride.
Can’t-Miss Activities:
- 🏖️ Station Beach, Durham Market St – Soft sand, lighthouse backdrop
- 🏰 Kincardine Lighthouse Museum, 236 Harbour St – Climb to the top!
- 🥁 Saturday Night Piping, summer tradition – March of the Highlanders
Best Accommodations:
🛏️ Inn at the Harbour, 255 Harbour St – Views of the lake and lighthouse
🛏️ Sutton Park Inn, 1126 Sutton St – Simple, clean, close to everything
Dining Highlights:
🍻 Locals Pub, 722 Queen St – Comfort eats and friendly locals
🍝 Jeans Family Restaurant, 735 Queen St – Generous portions, homestyle meals
46. Kingston
Though more of a small city than a town, Kingston still offers all the historical charm, limestone buildings, and waterfront strolls of a village—on a grander scale.
Why Visit? Where history, music, and waterfront magic collide.
Can’t-Miss Activities:
- 🏰 Fort Henry National Historic Site, 1 Fort Henry Dr – Military history + views
- 🛥️ 1000 Islands Cruises, 248 Ontario St – Hop aboard and explore
- 🎓 Queen’s University & Kingston Market – Classic limestone architecture + student buzz
Best Accommodations:
🛏️ Hochelaga Inn, 24 Sydenham St – Elegant heritage stay
🛏️ Frontenac Club, 225 King St E – Upscale boutique hotel
Dining Highlights:
🍔 Pan Chancho Bakery, 44 Princess St – Breakfast + baked goods heaven
🍽️ AquaTerra, 1 Johnson St – Fine dining with waterfront views
47. Kingsville
Located in the southernmost part of Canada, Kingsville is warm, walkable, and surrounded by wineries, craft breweries, and beaches.
Why Visit? Wine-country charm with a lakeside heart.
Can’t-Miss Activities:
- 🍷 Pelee Island Winery, 455 Seacliff Dr – Tastings & tours
- 🛍️ Main Street shops, downtown – Books, gifts, galleries
- 🌻 Cedar Beach, Lakeside Park – A sunny swimming spot
Best Accommodations:
🛏️ The Grove Hotel, 12 Main St E – Playful, stylish, and award-winning
🛏️ Lilac Lane Bed & Breakfast, 34 Hazel St – Sweet and serene
Dining Highlights:
🍴 Jack’s Gastropub, 31 Division St S – Farm-to-table + craft beer
🍫 Dutch Boys Chocolate, 20 Main St W – Artisan truffles + hot drinks
48. Kirkland Lake
Located in Ontario’s northeast, Kirkland Lake is a former gold mining boomtown that today offers outdoor adventure and northern hospitality.
Why Visit? For snowmobiling, fishing, and that northern spirit.
Can’t-Miss Activities:
- ⛏️ Museum of Northern History, 2 Chateau Dr – Set in a French-style mansion
- 🎣 Wright-Hargreaves Park, Woods St – Lake access + picnic spot
- 🛷 Kirkland Lake Trail System – Excellent sledding in winter
Best Accommodations:
🛏️ Comfort Inn, 455 Government Rd W – Easy access to town and trails
🛏️ Microtel Inn & Suites, 350 Government Rd W – Clean and modern
Dining Highlights:
🍝 The Fed, 3 Government Rd E – Italian + Canadian fusion
🍔 The Dish Café, 22 Government Rd – Casual eats with a local vibe
49. Lakefield
Just north of Peterborough on the Otonabee River, Lakefield is a peaceful town with deep literary roots and pretty cottage-country surroundings.
Why Visit? Canoes, cafés, and a strong sense of story.
Can’t-Miss Activities:
- 🛶 Lakefield Trail, 8 km loop – Paddle or walk the scenic path
- 📚 Margaret Laurence House, 8 Regent St – Tribute to the Canadian author
- 🌿 Quarry Bay Beach, Young’s Point Rd – Tranquil swim spot nearby
Best Accommodations:
🛏️ The Village Inn of Lakefield, 39 Queen St – Cozy and central
🛏️ Beachwood Resort, nearby – On the lake, perfect for families
Dining Highlights:
🍽️ Canoe & Paddle, 18 Bridge St – British-style pub by the river
☕ Nuttshell Next Door Café, 33 Queen St – Great coffee + small plates
50. Leamington
This sunny southern Ontario town is known for its tomato heritage, its proximity to Point Pelee National Park, and epic birding.
Why Visit? Canada’s tomato capital and birdwatcher’s paradise.
Can’t-Miss Activities:
- 🐦 Point Pelee National Park, 1118 Point Pelee Dr – Hike to the southernmost tip of Canada
- 🍅 Leamington Tomato Festival, summer – Celebrate the crop
- 🌞 Seacliff Beach & Amphitheatre, 24 Seacliff Dr – Swimming + live shows
Best Accommodations:
🛏️ Sun Parlor Motel, 135 Talbot St W – Clean and budget-friendly
🛏️ Days Inn Leamington, 201 Erie St N – Pool and central location
Dining Highlights:
🥘 Jose’s Bar & Grill, 215 Talbot St E – Tex-Mex and margaritas
🍝 Freddy’s Restaurant, 655 Point Pelee Dr – Family-run, close to the park
51. Manitoulin Island
The world’s largest freshwater island, Manitoulin is a destination unto itself—with Indigenous culture, spiritual sites, and untamed natural beauty.
Why Visit? Sacred, scenic, and serenely off the beaten path.
Can’t-Miss Activities:
- 🥾 Cup and Saucer Trail, Hwy 540 – Epic cliff views over the island
- 🛶 M’Chigeeng First Nation Cultural Centre, 53 Hwy 551 – Art and education
- 🪶 Wiikwemkoong Annual Pow Wow, August – One of the most vibrant in Canada
Best Accommodations:
🛏️ Manitoulin Hotel & Conference Centre, Little Current – Modern & Indigenous-owned
🛏️ Wayside Motel, Manitowaning – Chic, quiet, perfect for starry nights
Dining Highlights:
🍽️ Lake Huron Fish & Chips, Providence Bay – Right by the water
☕ Loco Beanz Coffee House, multiple locations – Cozy with Indigenous blends
52. Mattawa
At the meeting of the Mattawa and Ottawa Rivers, this scenic town is steeped in voyageur history and rugged northern beauty.
Why Visit? Canoe routes, lookout points, and French-Canadian flair.
Can’t-Miss Activities:
- 🛶 Voyageur Statue Park, Main St – Huge bronze explorer statues
- 🥾 Mattawa River Canoe Route – Paddle your way into the past
- 🏛️ Mattawa Museum, 285 First St – Logging and fur trade history
Best Accommodations:
🛏️ Le Voyageur Inn, 351 Main St – Thai food + cozy rooms
🛏️ Valois’ Motel & Restaurant, 701 Valois Dr – Riverside spot with hearty meals
Dining Highlights:
🍜 Le Voyageur Thai Restaurant, inside the inn – Great noodles & curry
🍔 Myrt’s Family Restaurant, 293 Main St – Homey and friendly
53. Meaford
A Georgian Bay town bursting with apples, waterfalls, and relaxed charm, Meaford is ideal for road trippers, hikers, and weekend wanderers.
Why Visit? Orchard country with water views and quaint vibes.
Can’t-Miss Activities:
- 🍏 Apple Trail + Lookouts, Hwy 26 – Drive or bike through blossom heaven
- 🏞️ Bighead River Conservation Area, Edwin St – Great local hike
- 🎭 Meaford Hall Arts & Cultural Centre, 12 Nelson St E – Live performances
Best Accommodations:
🛏️ Meaford Inn, 126 N Sykes St – Simple, walkable stay
🛏️ Irish Mountain Suites, 304 Old Highway 26 – Elegant with lake views
Dining Highlights:
🍽️ The Leeky Canoe, 94 Sykes St N – Waterfront pub eats
☕ The Kitchen, 18 Berry St E – Great coffee and healthy bowls
54. Merrickville
Often called “the Jewel of the Rideau,” Merrickville is all stone buildings, locks, and artist galleries along a peaceful canal.
Why Visit? Step into a storybook with charm and creativity.
Can’t-Miss Activities:
- 🚤 Rideau Canal Locks, downtown – Watch boats pass through historic locks
- 🖼️ Downtown Art Studios, St Lawrence St – Local glass, jewelry, painting
- 🏛️ Merrickville Blockhouse, 279 St Lawrence St – Parks Canada history site
Best Accommodations:
🛏️ 1840 Guest House B&B, 343 Main St – Historic and welcoming
🛏️ Merrickville Guest Suites, 205 St Lawrence St – Boutique-style comfort
Dining Highlights:
🥘 The Goose & Gridiron, 317 St Lawrence St – Cozy pub classics
🍰 Downtowne Ice Cream Shoppe, 165 St Lawrence St – Old-school sweet treat
55. Midland
Set on the shores of Georgian Bay, Midland is a blend of Indigenous history, mural art, boating life, and nearby beach escapes.
Why Visit? Culture meets the coast in this bayfront gem.
Can’t-Miss Activities:
- 🎨 Midland Murals, downtown – Dozens of story-filled painted walls
- 🛶 Wye Marsh Wildlife Centre, 16160 Hwy 12 – Canoes, trails, birds
- 🏛️ Sainte-Marie among the Hurons, 16164 Hwy 12 – Reconstructed 17th-century Jesuit mission
Best Accommodations:
🛏️ The Captain’s House, 165 Midland Point Rd – Nautical-themed B&B
🛏️ Quality Inn & Conference Centre, 924 King St – Central and reliable
Dining Highlights:
🍝 Dino’s Fresh Food Deli, 319 King St – Huge sandwiches & soups
🍺 The Boathouse Eatery, 177 King St – Great patio on the water
56. Mulmur
A scenic hamlet in Dufferin County, Mulmur is rural Ontario at its most peaceful—with gently rolling hills, forests, and a surprising arts scene.
Why Visit? Tranquility, trails, and hidden creative gems.
Can’t-Miss Activities:
- 🌲 Boyne Valley Provincial Park, access from Centre Rd – Untouched forest and hiking
- 🐴 Local horse farms & riding trails
- 🎨 Creemore/Mulmur Studio Tour, fall – Open doors to artists’ homes
Best Accommodations:
🛏️ Brookside Cottage, close to Airport Rd – Secluded with rustic-luxe touches
🛏️ Foxingham Farm B&B, 648157 17 Sideroad – Charming farmhouse escape
Dining Highlights:
🍴 Terra Nova Public House, 667294 20th Side Rd – Locally sourced gourmet fare
☕ Mansfield Outdoor Centre Café, seasonal – Post-trail refueling
57. Napanee
Halfway between Toronto and Ottawa, Napanee is a riverside town with a charming downtown, scenic parks, and Avril Lavigne roots!
Why Visit? Small-town comfort and riverside strolls.
Can’t-Miss Activities:
- 🌉 Napanee River Boardwalk, Centre St – A peaceful walk along the falls
- 🛍️ Downtown Napanee, Dundas St W – Shops, art, antiques
- 🎶 Avril Lavigne Mural, 89 Dundas St E – Pop punk nostalgia
Best Accommodations:
🛏️ Masterson’s Motel, 691 Hwy 41 – Affordable and friendly
🛏️ Red Door Inn, 231 Dundas St W – Homey and historic
Dining Highlights:
🍽️ The Waterfront River Pub, 22 Water St – Right on the river
🥗 Ellena’s Café, 16 Dundas St E – Light, healthy, and chill
58. New Hamburg
A scenic town in Wilmot Township, New Hamburg combines Mennonite traditions, riverside beauty, and Ontario’s largest working waterwheel.
Why Visit? A bridge between heritage and fresh experiences.
Can’t-Miss Activities:
- 🌊 The Waterwheel, downtown – Insta-famous and functional
- 🛍️ Heritage Downtown Walk, Peel St – Historic buildings and charming shops
- 🎭 Puddicombe House Spa & Inn, 145 Peel St – Also offers events & gourmet dining
Best Accommodations:
🛏️ Puddicombe House, 145 Peel St – Historic mansion B&B with spa
🛏️ The Newburg Inn, 2242 Walker Rd – Comfortable and quiet
Dining Highlights:
🥘 Scran & Dram, 338 Waterloo St – British-style pub food
🍰 The Bake Shop on Main, 333 Waterloo St – Sweet, small-town heaven
59. Niagara Falls (Small town vibes, despite being a city)
While it’s technically a city, the downtown and historic areas of Niagara Falls still give cozy village feels—especially if you step off the beaten path.
Why Visit? It’s Niagara Falls! Iconic views and hidden gems too.
Can’t-Miss Activities:
- 🌊 Niagara Falls itself, 6650 Niagara Pkwy – Duh
- 🛤️ White Water Walk, 4330 River Rd – Thunderous rapids + boardwalk
- 🎡 Clifton Hill, 4960 Clifton Hill – Yes it’s touristy, but it’s also FUN
Best Accommodations:
🛏️ Sterling Inn & Spa, 5195 Magdalen St – Quiet, luxe, tucked away
🛏️ Old Stone Inn, 6080 Fallsview Blvd – Boutique charm near the action
Dining Highlights:
🥩 Weinkeller, 5633 Victoria Ave – Custom tasting menus + house wine
🍷 AG Inspired Cuisine, 5195 Magdalen St – Locally sourced and seasonal
60. Niagara-on-the-Lake
Just 25 minutes from the falls, Niagara-on-the-Lake is elegant, floral, and packed with charm. Think wine country meets theatre town.
Why Visit? Cobblestone streets, wineries, and Shakespeare.
Can’t-Miss Activities:
- 🎭 Shaw Festival Theatre, 10 Queen’s Parade – World-class stage productions
- 🍷 Winery Tours – Try Ravine, Reif, Peller, and more
- 🛍️ Historic Queen Street, downtown – Gorgeous boutiques and blooms
Best Accommodations:
🛏️ Prince of Wales Hotel, 6 Picton St – Regal and unforgettable
🛏️ 124 on Queen Hotel & Spa, 124 Queen St – Contemporary luxury
Dining Highlights:
🍽️ Treadwell Farm-to-Table, 114 Queen St – One of Ontario’s top restaurants
🍦 Cows Ice Cream, 44 Queen St – Famous PEI-based creamery
61. Norfolk County
On Ontario’s southern coast, Norfolk County isn’t one town—it’s a collection of relaxed rural communities with wineries, beaches, and endless back roads to explore.
Why Visit? For laid-back beach life, scenic drives, and hidden gems galore.
Can’t-Miss Activities:
- 🏖️ Turkey Point & Long Point Beaches – Lake Erie’s warm waters
- 🚲 Waterford Heritage Trail – Biking through forests and farms
- 🍷 Burning Kiln Winery, 1709 Front Rd – Wine with a vineyard view
Best Accommodations:
🛏️ Long Point Eco-Adventures, 1730 Front Rd – Glamping with style
🛏️ Cider Keg Farm Market Guesthouse, Vittoria – Cozy and tucked away
Dining Highlights:
🍴 David’s Restaurant, 168 New Lakeshore Rd – Elevated beachside dining
🍔 The Blue Elephant, Simcoe – Thai, pub fare, craft beer
62. Orangeville
A scenic town just northwest of Toronto, Orangeville is a hub for artists, trails, and tree sculptures that give its historic streets a whimsical twist.
Why Visit? Art, heritage, and natural escapes wrapped in one.
Can’t-Miss Activities:
- 🌳 Tree Sculptures Walking Tour, Broadway – Carvings by chainsaw artists
- 🛍️ Downtown Orangeville, Broadway – One of Ontario’s best-preserved main streets
- 🥾 Island Lake Conservation Area, 673067 Hurontario St – Kayaking, hiking, and fall foliage
Best Accommodations:
🛏️ Best Western Plus Orangeville, 7 Buena Vista Dr – Reliable and comfortable
🛏️ Millcroft Inn & Spa, nearby in Alton – Upscale spa retreat in a former mill
Dining Highlights:
🍽️ Rustik Local Bistro, 199 Broadway – Upscale with seasonal ingredients
☕ Mochaberry Café, 177 Broadway – Indie café with cozy vibes
63. Owen Sound
A harbour town where waterfalls meet galleries, Owen Sound is the “Scenic City” that has something special in every season.
Why Visit? For waterfalls, music festivals, and Georgian Bay cliffs.
Can’t-Miss Activities:
- 💦 Inglis Falls, 237785 Inglis Falls Rd – Iconic 18-metre cascade
- 🏛️ Tom Thomson Art Gallery, 840 1st Ave W – Tribute to a Group of Seven legend
- 🎶 Summerfolk Music Festival, Kelso Beach – Folk vibes on the bay
Best Accommodations:
🛏️ The Inn on 6th, 672 6th St E – Clean and affordable
🛏️ The Highland Manor Inn, 867 4th Ave A W – Victorian elegance
Dining Highlights:
🍔 Shorty’s Grill, 967 3rd Ave E – Local institution
🍽️ Casero Kitchen Table, 946 3rd Ave E – Modern Mexican
64. Paris
Nicknamed “the Prettiest Town in Canada,” Paris charms with its cobblestone streets, riverside patios, and Victorian façades.
Why Visit? For romance, rivers, and ridiculously photogenic streets.
Can’t-Miss Activities:
- 🏞️ Grand River Tubing, 113 Grand River St N – Chill float through town
- 🏛️ Penman’s Dam & Riverside Trail, nearby downtown
- 🛍️ Cobblestone Commons, Grand River St N – Art, books, gifts
Best Accommodations:
🛏️ The Arlington Hotel, 106 Grand River St N – Stylish with themed rooms
🛏️ Little Paris B&B, 199 Willow St – Peaceful and pretty
Dining Highlights:
🍽️ Stillwaters Plate & Pour, 61 Grand River St N – Rooftop river patio
🍩 Wincey Mills Market, 31 Mechanic St – Coffee, eats, local finds
65. Penetanguishene
Often called “Penetang” by locals, this historic town is where French, Indigenous, and maritime history collide—right on Georgian Bay.
Why Visit? A bilingual town with beautiful parks and bayside heritage.
Can’t-Miss Activities:
- 🏰 Discovery Harbour, 93 Jury Dr – Recreated 19th-century naval base
- 🛶 Awenda Provincial Park, 670 Concession Rd 16 E – Canoe, hike, relax
- 🎣 Dockside fishing & boardwalk, Penetanguishene Bay
Best Accommodations:
🛏️ Champlain Waterfront Hotel, nearby in Orillia – Historic and hip
🛏️ Kings Inn, 132 Main St – Budget-friendly and central
Dining Highlights:
🍝 Phil’s Casual Dining, 132 Main St – Solid pasta and pub fare
🥐 Panache Bakery, 95 Main St – Classic French-style pastries
66. Perth
Not to be confused with its Aussie cousin, Perth is a historic stunner with old-world architecture, a river running through it, and craft beer at every corner.
Why Visit? Romantic stone bridges, great food, and deep roots.
Can’t-Miss Activities:
- 🌉 Stewart Park, 80 Gore St E – Lush gardens and fairy-tale bridges
- 🍺 Perth Brewery, 121 Dufferin St – Craft beer done right
- 🏛️ Matheson House Museum, 11 Gore St E – Scottish heritage in limestone
Best Accommodations:
🛏️ Best Western Plus, 82 Peter St – Reliable comfort
🛏️ The Colonel’s Inn, 224 Brock St – Historic with breakfast charm
Dining Highlights:
🍴 Rocky River Café, 8 Wilson St E – Cozy with a local twist
☕ Café Bean, 1 Gore St E – Great coffee, downtown spot
67. Peterborough
A vibrant city with small-town warmth, Peterborough is a gateway to the Kawarthas and famous for its locks, lakes, and live music.
Why Visit? It’s cottage country culture with an urban twist.
Can’t-Miss Activities:
- ⚓ Peterborough Lift Lock, 354 Hunter St E – The tallest hydraulic lock in the world!
- 🎸 Live music downtown – Head to the Red Dog or Market Hall
- 🌿 Jackson Park Trails, 610 Parkhill Rd W – Nature right in town
Best Accommodations:
🛏️ Holiday Inn Peterborough, 150 George St N – Waterfront location
🛏️ The Parkhill on Hunter, 529 Hunter St W – Boutique heritage charm
Dining Highlights:
🍔 The El, 190 Hunter St W – Burgers and creative cocktails
🍽️ Rare Grill House, 166 Brock St – Upscale steakhouse
68. Petrolia
Known as “Canada’s Victorian Oil Town,” Petrolia is full of history, charm, and a thriving theatre scene.
Why Visit? History buffs and drama lovers, this one’s for you.
Can’t-Miss Activities:
- 🛢️ Oil Heritage District Museum, 2423 Kelly Rd – Where the oil rush began
- 🎭 Victoria Playhouse, 411 Greenfield St – Live theatre in a classic venue
- 🏘️ Victorian Architecture Tour, downtown
Best Accommodations:
🛏️ Sheila’s Place B&B, 4189 Petrolia Line – Cozy and walkable
🛏️ Comfort Inn, nearby in Sarnia – More amenities close by
Dining Highlights:
🍽️ Actors Casual Dining, 4386 Petrolia Line – Pre-theatre favourite
☕ Coffee Lodge, 4196 Petrolia Line – Grab-and-go with charm
69. Picton
In the heart of Prince Edward County, Picton is a charming base for wine-touring, art-gallery hopping, and beachcombing at Sandbanks.
Why Visit? A cultural hub in Ontario’s coolest wine region.
Can’t-Miss Activities:
- 🍷 Wine Tour, start on Main St – Dozens of wineries in every direction
- 🏖️ Sandbanks Provincial Park, 3004 County Rd 12 – Ontario’s best beach? Maybe.
- 🖼️ Arts Trail, county-wide – Studios, galleries, and workshops
Best Accommodations:
🛏️ The Royal Hotel, 247 Picton Main St – Historic luxury restored
🛏️ The June Motel, 12351 Loyalist Pkwy – Retro-chic and Instagrammable
Dining Highlights:
🍴 Flame + Smith, nearby in Bloomfield – Fire-cooked food, local ingredients
🍷 The Vic Café, 166 Main St – Brunch, bowls, and cool vibes
70. Point Pelee (Leamington)
While technically a national park, Point Pelee has a small-town feel thanks to nearby Leamington and its charming rural setting.
Why Visit? Southernmost point in Canada. Birdwatcher paradise.
Can’t-Miss Activities:
- 🐦 Point Pelee National Park, 1118 Point Pelee Dr – Birding, biking, canoeing
- 🚴 Bike the Tip Trail – Get to “the tip” of mainland Canada
- 🛶 Pelee Wings Paddle Sports, 636 Point Pelee Dr – Kayak rentals + gear
Best Accommodations:
🛏️ Point Pelee Lakeside Retreat, 841 Point Pelee Dr – Glamping meets lake views
🛏️ Seacliffe Inn, 388 Erie St S – Steps from the water
Dining Highlights:
🍝 Freddy’s, 655 Point Pelee Dr – Casual dining near the park
🍔 Ray’s Ribhouse, 17 Seacliff Dr E – Big flavour BBQ
71. Port Carling
Located in the heart of Muskoka, Port Carling is known as the “Hub of the Lakes”—and with good reason. Boats, boutiques, and a classic Muskoka vibe await.
Why Visit? It’s where cottage country meets chic.
Can’t-Miss Activities:
- 🚤 Port Carling Wall Mural, 1 Joseph St – 9,000 historic photos form one epic mosaic
- 🛍️ Downtown Shopping, Joseph St – Art, home décor, local goods
- ⛵ Muskoka Lakes Cruises, from the locks – Scenic rides through the Big Three
Best Accommodations:
🛏️ Sherwood Inn, 1090 Sherwood Rd – Rustic elegance on the lake
🛏️ JW Marriott The Rosseau, nearby – Upscale lakeside luxury
Dining Highlights:
🍽️ Loondocks, 98 Joseph St – Cottage-chic fine dining
☕ Portside Fusion, 97 Joseph St – Casual eats with water views
72. Port Dover
Famous for its Friday the 13th biker rallies, Port Dover is also a charming beach town with sandy shores, fish ‘n chips, and easy vibes.
Why Visit? Beachside boardwalks and laid-back nostalgia.
Can’t-Miss Activities:
- 🏖️ Port Dover Beach, Walker St – Ideal for sunbathing and swimming
- 🎣 Fish shacks & lighthouse pier, Harbour St – Grab a cone and take a stroll
- 🏍️ Friday the 13th Rally, seasonal – Motorcycle lovers unite
Best Accommodations:
🛏️ The Erie Beach Hotel, 19 Walker St – Steps from the water
🛏️ Clonmel Castle, 150 Prospect St – Boutique and elegant
Dining Highlights:
🐟 Erie Beach Perch & Chips, 19 Walker St – Local classic
🍰 Urban Parisian, 300 Main St – French pastries + coffee
73. Port Elgin
With its wide beaches, marinas, and breezy boardwalks, Port Elgin is a favourite among families and lake lovers alike.
Why Visit? Summer sunsets and a welcoming, relaxed vibe.
Can’t-Miss Activities:
- 🌅 Port Elgin Beach & Boardwalk, Harbour St – Grab an ice cream and walk the strip
- ⛵ Sunset Cruises, from Port Elgin Harbour – Gorgeous golden hour views
- 🛍️ Downtown shops, Goderich St – Local flair + artisan goods
Best Accommodations:
🛏️ The Windspire Inn, 276 Mill St – Cozy Victorian charm
🛏️ Super 8 Port Elgin, 5129 Hwy 21 – Simple, modern, central
Dining Highlights:
🍔 The Wismer House, 705 Goderich St – Local pub + great patio
🍽️ Rabbit Dash, 673 Goderich St – Espresso bar + light eats
74. Port Hope
A historical town with serious character, Port Hope offers heritage homes, antique shops, and a classic downtown filled with charm.
Why Visit? For architecture lovers and antique hunters.
Can’t-Miss Activities:
- 🏛️ Capitol Theatre, 20 Queen St – Canada’s last “atmospheric” theatre
- 🛍️ Antique shopping, Walton St – Dozens of curated shops
- 🎣 Ganaraksa River Salmon Run, fall – Watch the fish leap upstream!
Best Accommodations:
🛏️ The Waddell Hotel, 1 Walton St – European-style luxury
🛏️ Summerhill Manor, 127 Walton St – B&B with serious character
Dining Highlights:
🍷 Nookie’s Soul Kitchen, 2014 Lakeshore Rd – Southern comfort by the lake
🍽️ Olympus Burger, 55 Mill St S – One of Ontario’s best burger joints
75. Port Perry
Nestled on the shores of Lake Scugog, Port Perry is one of Durham Region’s best-kept secrets—ideal for waterfront walks and charming downtown vibes.
Why Visit? Picture-perfect streets and a lively art scene.
Can’t-Miss Activities:
- 🚶 Waterfront Trail, 175 Water St – Sunrise walks by the lake
- 🖼️ Scugog Arts Gallery, 175B Queen St – Local creativity in full colour
- 🛍️ Queen Street, downtown – Great shops and seasonal festivals
Best Accommodations:
🛏️ Heath Haven B&B, 45 McDonald St – Warm and welcoming
🛏️ Nestleton Waters Inn, nearby – Luxe rural retreat
Dining Highlights:
🍽️ The Piano Inn & Café, 217 Queen St – Vintage vibes, tasty eats
☕ Marwan’s Global Bistro, 187 Queen St – International flavours
76. Port Rowan
A quaint lakeside community near Long Point, Port Rowan offers big nature, slow living, and one of Canada’s best birdwatching scenes.
Why Visit? Hidden gem on Lake Erie with nature at your doorstep.
Can’t-Miss Activities:
- 🐦 Birding at Long Point Biosphere, Long Point Rd – A migration hotspot
- 🚴 Backroad cycling, around Big Creek National Wildlife Area
- 🛍️ Downtown strolls, Bay St – Antique stores and cute shops
Best Accommodations:
🛏️ Long Point Lodge, 381 Erie Blvd – Classic cabins with lake access
🛏️ MacDonald Turkey Point Marina, nearby – Lakeside stays + boat rentals
Dining Highlights:
🍽️ Boathouse Restaurant, 19 Brock St – Fish & chips on the dock
☕ Twin’s Ice Cream Parlour, 1034 Bay St – Treat yourself
77. Port Stanley
With soft sand beaches, a working fishing harbour, and pastel-painted cottages, Port Stanley feels like a tiny oceanside town—right on Lake Erie.
Why Visit? Colourful, coastal, and oh-so-chill.
Can’t-Miss Activities:
- 🏖️ Main Beach, Edith Cavell Blvd – Blue Flag certified and family-friendly
- 🚂 Port Stanley Terminal Rail, 309 Bridge St – Ride a vintage train
- 🛶 Paddleboarding and kayaking, in the harbour
Best Accommodations:
🛏️ Inn on the Harbour, 202 Main St – Overlooking the marina
🛏️ Kettle Creek Inn, 216 Joseph St – Quaint inn with onsite dining
Dining Highlights:
🐟 GT’s on the Beach, 350 Edith Cavell Blvd – Live music + Lake Erie perch
🍕 Solo on Main, 187 Main St – Bistro with patio perfection
78. Prince Edward County (PEC)
A collection of small towns and hamlets, PEC is Ontario’s trendiest wine and beach destination—bohemian, beautiful, and buzz-worthy.
Why Visit? Art, wine, beaches, and boutique everything.
Can’t-Miss Activities:
- 🏖️ Sandbanks Provincial Park, 3004 County Rd 12 – White sand dunes galore
- 🎨 PEC Arts Trail, county-wide – Creative stops in studios and barns
- 🍷 Wine + cider tours – Try Closson Chase, Grange of Prince Edward, and more
Best Accommodations:
🛏️ The June Motel, 12351 Loyalist Pkwy – Instagram gold
🛏️ The Drake Devonshire, Wellington – Upscale design on the lake
Dining Highlights:
🍽️ Flame + Smith, Bloomfield – Open fire cooking + local wines
🥐 The Vic Café, Picton – Brunch + coffee + friendly vibes
79. Queenston Heights
Perched above the Niagara River, Queenston Heights is a tiny village with big views and bigger history—especially for War of 1812 buffs.
Why Visit? Heritage meets hikes with epic lookouts.
Can’t-Miss Activities:
- 🏛️ Brock’s Monument, 14184 Niagara Pkwy – Climb 235 steps to the top
- 🥾 Bruce Trail access, through Queenston Heights Park
- 🍷 Queenston Mile Vineyard, 963 Queenston Rd – Elegant wines in a serene setting
Best Accommodations:
🛏️ South Landing Inn, 21 Front St – Historic and charming
🛏️ B&Bs in nearby Niagara-on-the-Lake
Dining Highlights:
🍽️ Queenston Heights Restaurant, 14184 Niagara Pkwy – Fine dining with panoramic views
🍷 Ravine Vineyard Estate Winery, nearby in St. Davids – Gorgeous pairing menus
80. Sauble
Sauble Beach is more than just 11 km of golden sand—it’s a classic Ontario beach town with barefoot vibes, sunsets, and vintage cottage feels.
Why Visit? Canada’s ultimate beach town (arguably!).
Can’t-Miss Activities:
- 🏖️ Sauble Beach, Lake Huron – Volleyball, swimming, sunsets
- 🛍️ Downtown strip, Main St – Beach shops + food trucks
- 🏄 Rent a paddleboard, explore the Sauble River
Best Accommodations:
🛏️ Kit-Wat Motel & Marina, 71 Sauble Falls Pkwy – Right on the river
🛏️ The June Motel Sauble, 11 Sauble Falls Pkwy – Boho boutique beach vibes
Dining Highlights:
🍔 Luscious Bakery Deli Café, 318 Main St – Killer breakfast
🍕 Casero Taco Bus, 316 Main St – Authentic tacos out of a school bus
81. Shakespeare
Tucked between Stratford and Kitchener, Shakespeare is a tiny hamlet known for antiques, Mennonite farms, and rural peace.
Why Visit? Small-town Ontario at its coziest, with great treasure-hunting stops.
Can’t-Miss Activities:
- 🪑 Shakespeare Antique Centre, 2206 Line 34 – Massive antique barn
- 🧵 The Quilt Place, 2215 Line 34 – Colourful handcrafted quilts
- 🧁 Mennonite Bakeries, scattered along Hwy 7/8 – Grab butter tarts and pies
Best Accommodations:
🛏️ Stay nearby in Stratford or New Hamburg – Shakespeare doesn’t have hotels, but is minutes away from multiple options
Dining Highlights:
🥪 The Bake Shop & Lunchroom, 2219 Line 34 – Hearty sandwiches and home baking
☕ Buzz Tour Café, inside the antique market – Sip while you browse
82. Simcoe
Located in Norfolk County, Simcoe is the county seat and a charming mix of Victorian homes, heritage walks, and parkland rivers.
Why Visit? A perfect stop before heading to the beaches of Lake Erie.
Can’t-Miss Activities:
- 🌲 Lynn River Trail, 19 Decou Rd – Scenic walking paths through town
- 🎄 Simcoe Christmas Panorama, December – Over-the-top light displays
- 🏛️ Eva Brook Donly Museum, 109 Norfolk St – Norfolk County’s past in a Georgian home
Best Accommodations:
🛏️ Best Western Little River Inn, 203 Queensway W – Clean and reliable
🛏️ The Clonmel Castle, nearby Port Dover – For something more special
Dining Highlights:
🍝 Barrel Pizza + Pasta, 131 Queensway W – Local staple for comfort food
🍔 The Blue Elephant, 96 Norfolk St S – Thai fusion & house beer
83. Smiths Falls
Midway between Kingston and Ottawa, Smiths Falls is a Rideau Canal town with a revival energy and serious historical roots.
Why Visit? Canal-side beauty, museums, and a blooming food scene.
Can’t-Miss Activities:
- 🚤 Rideau Canal Museum, 34 Beckwith St S – Discover the engineering marvel
- 🏛️ Heritage House Museum, 11 Old Slys Rd – Victorian life on the Rideau
- 🪴 Parks Canada Visitor Centre, 34 Beckwith St S – National historic site
Best Accommodations:
🛏️ EconoLodge, 33 Centre St – Budget-friendly stay
🛏️ Best Western Colonel By Inn, 88 Lombard St – Close to everything
Dining Highlights:
🍽️ Chuckles Jack, 23 Russell St E – Casual dining with surprising flair
☕ The Vault Eatery, 2 Russell St E – Housed in a converted bank vault
84. Southampton
On the Saugeen Shores of Lake Huron, Southampton brings beach life, lighthouse views, and a cottage-town calm that’s hard to beat.
Why Visit? Sunsets, boardwalks, and a timeless lakeside feel.
Can’t-Miss Activities:
- 🌅 Sunset Walks, High St + Bay St – Best viewed from the flagpole or beach
- 🏛️ Bruce County Museum, 33 Victoria St – From dinosaurs to shipwrecks
- 🛶 Kayak or paddle the Saugeen River, nearby
Best Accommodations:
🛏️ The Southampton Inn, 118 High St – Historic and stylish
🛏️ Chantry Breezes B&B, 107 High St – Warm hospitality
Dining Highlights:
🍽️ Artemis North, 197 High St – Global dishes and Lake Huron views
☕ Dizzy Bird Coffee, 150 High St – Great espresso and baked goods
85. St. Jacobs (includes both “St. Jacob’s” and “St. Jacobs” spellings)
Located just north of Waterloo, St. Jacobs is a Mennonite community turned creative hub, full of markets, crafts, and homegrown everything.
Why Visit? Canada’s best-known market town with rustic-meets-artsy vibes.
Can’t-Miss Activities:
- 🧺 St. Jacobs Farmers’ Market, 878 Weber St N – The largest year-round market in Canada
- 🛍️ St. Jacobs Outlet Mall, 25 Benjamin Rd – Brand deals + handmade finds
- 🚂 Waterloo Central Railway, seasonal – Old-fashioned train rides
Best Accommodations:
🛏️ Homewood Suites by Hilton, 45 Benjamin Rd – Perfect location
🛏️ Hotel 52, downtown – Cozy, modern boutique hotel
Dining Highlights:
🍽️ Jacob’s Grill, 1390 King St N – Comfort food with a twist
🥨 Stone Crock Restaurant, 1396 King St N – Mennonite fare + bakery
86. St. Marys
Near Stratford, St. Marys is a limestone town with big bridges, riverfront walks, and baseball pride.
Why Visit? Heritage meets hometown charm (and a giant quarry for swimming!).
Can’t-Miss Activities:
- 🏊 St. Marys Quarry, 425 Water St S – Canada’s largest outdoor pool!
- ⚾ Canadian Baseball Hall of Fame, 386 Church St – A must for fans
- 🌉 Grand Trunk Trail + Viaduct, Water St N – Walk over the Thames River
Best Accommodations:
🛏️ Stone Willow Inn, 940 Queen St E – Country setting, great restaurant
🛏️ The Westover Inn, 300 Thomas St – Luxury in a century home
Dining Highlights:
🍝 Little Red’s, 159 Queen St E – Elevated comfort food
☕ Snapping Turtle Coffee Roasters, 145 Queen St E – Espresso heaven
87. Stayner
A small town near Collingwood and Wasaga Beach, Stayner is quiet but full of old-timey charm and close to big attractions.
Why Visit? A calm base for big adventures nearby.
Can’t-Miss Activities:
- 🛤️ Creemore Springs Brewery, nearby – One of Ontario’s best
- 🚴 Clearview Trails, County Rd 91 – Great cycling and hiking
- 🏛️ Station Park, downtown – Historic railway stop + market
Best Accommodations:
🛏️ Gables Bed & Breakfast, 2052 County Rd 42 – Victorian charm
🛏️ Stay in nearby Collingwood or Wasaga Beach for more options
Dining Highlights:
🍽️ The Old Mill House Pub, 141 Mill St – Casual + cozy
🥪 Jelly Craft Bakery Café, 7279 Hwy 26 – Fresh + sweet
88. Stirling
In Hastings County, Stirling is small but mighty—with a renowned theatre, artisan shops, and farmland for miles.
Why Visit? Live theatre and rural charm in a quiet countryside setting.
Can’t-Miss Activities:
- 🎭 Stirling Festival Theatre, 41 W Front St – Big shows in a small town
- 🛍️ Downtown Stirling, W Front St – Local artisans + gift shops
- 🐐 Farmtown Park, 437 West Front St – Interactive agri-museum
Best Accommodations:
🛏️ Stirling B&Bs, or stay nearby in Belleville or Madoc
Dining Highlights:
🍽️ The Black Dog Family Restaurant, 28 Mill St – Comfort food and community feel
☕ The Barn Door Café, 126 Mill St – Locally loved
89. Stratford
A world-class theatre town on the Avon River, Stratford is Shakespearean in spirit but modern in all the right ways.
Why Visit? Theatre, food, art, and swans.
Can’t-Miss Activities:
- 🎭 Stratford Festival, 55 Queen St – World-renowned performances
- 🦢 Avon River Walk, downtown – Meet the famous Stratford swans
- 🎨 Stratford Art in the Park, seasonal – Outdoor market meets gallery
Best Accommodations:
🛏️ The Bruce Hotel, 89 Parkview Dr – High-end hospitality
🛏️ The Parlour Inn, 101 Wellington St – Victorian elegance
Dining Highlights:
🍽️ The Prune, 151 Albert St – Fine dining excellence
☕ Balzac’s Coffee Roasters, 149 Ontario St – Iconic Ontario café
90. Temagami
Way up north, Temagami is a wilderness escape of lakes, old-growth forests, and canoe routes for days.
Why Visit? Pure backcountry beauty.
Can’t-Miss Activities:
- 🛶 Canoe Routes, access from Lake Temagami – Dozens of mapped routes
- 🌲 White Bear Forest Trails, 6701 ON-11 – Towering red pine forests
- 🚤 Boat tours, Temagami Outfitting Co. – Scenic excursions into the wild
Best Accommodations:
🛏️ Temagami Shores Inn and Resort, 20 Lake Temagami Access Rd – Rustic and remote
🛏️ Smoothwater Outfitters & Lodge, 34 Smoothwater Rd – Off-grid comfort
Dining Highlights:
🍽️ Temagami Shores Restaurant, on-site – Comfort food after a day of paddling
🥪 Pack your own picnic – It’s a wilderness town after all!
91. Thunder Bay
Perched on Lake Superior’s rugged coast, Thunder Bay is a mix of outdoor adventure, Indigenous culture, and breathtaking views.
Why Visit? For epic landscapes and cultural depth.
Can’t-Miss Activities:
- 🏞️ Sleeping Giant Provincial Park, Hwy 587 – Legendary hikes and lake views
- 🪶 Fort William Historical Park, 1350 King Rd – Step back into fur trade history
- ⛰️ Mount McKay Lookout, Chippewa Rd – One of Ontario’s best panoramic spots
Best Accommodations:
🛏️ Prince Arthur Waterfront Hotel, 17 Cumberland St N – Historic gem downtown
🛏️ The Courthouse Hotel, 277 Camelot St – Upscale with rooftop views
Dining Highlights:
🍕 Caribou Restaurant, 727 Hewitson St – Casual gourmet
🍩 Persian Man, 899 Tungsten St – Home of the famous Persian pastry
92. Tobermory
At the tip of the Bruce Peninsula, Tobermory is a postcard come to life, where shipwrecks, cliffs, and crystal waters steal the show.
Why Visit? Ontario’s own turquoise water paradise.
Can’t-Miss Activities:
- 🛥️ Glass-bottom boat tours, Little Tub Harbour – See sunken ships
- 🥾 Bruce Peninsula National Park, 120 Chi sin tib dek Rd – The Grotto is a must
- 🛶 Fathom Five Marine Park, dive or kayak the clear waters
Best Accommodations:
🛏️ Tobermory Princess Hotel, 34 Bay St S – Harbourfront rooms
🛏️ Sweetwater Bay, 1032 Dunks Bay Rd – Boutique resort by the cliffs
Dining Highlights:
🐟 Shipwreck Lee’s, 3 Eliza St – Classic fish & chips
☕ Tobermory Coffee Co., 10 Eliza St – Fuel up before a hike
93. Turkey Point
Hidden between forests and the shores of Lake Erie, Turkey Point is the beachy, breezy neighbour of Long Point with a quieter scene.
Why Visit? Sun, sand, and sips with fewer crowds.
Can’t-Miss Activities:
- 🌳 Turkey Point Provincial Park, 194 Turkey Point Rd – Trails + camping
- 🚴 Turkey Point Mountain Bike Trails – Some of Ontario’s best single-track
- 🍷 Burning Kiln Winery, 1709 Front Rd – Converted tobacco barn vineyard
Best Accommodations:
🛏️ Long Point Eco-Adventures, 1730 Front Rd – Luxury glamping
🛏️ Normandale Century Inn, nearby – Historic + peaceful
Dining Highlights:
🍗 Sandbar on the Beach, 93 Cedar Dr – Lake views + cocktails
☕ The Jetty Bar & Grill, seasonal – Breezy deck dining
94. Unionville
A charming historic village in Markham, Unionville blends old-world architecture with chic cafés and boutique shops.
Why Visit? Cobblestone charm just outside the city.
Can’t-Miss Activities:
- 🏛️ Main Street Unionville, between Hwy 7 & Carlton Rd – Stroll past shops, galleries, and cafés
- 🌿 Toogood Pond Park, 280 Main St – Perfect for picnics and strolls
- 🎭 Varley Art Gallery, 216 Main St – Group of Seven meets local artists
Best Accommodations:
🛏️ Hilton Toronto/Markham Suites, 8500 Warden Ave – Full-service comfort
🛏️ Old Country Inn, 198 Main St – Cozy European-style guesthouse
Dining Highlights:
🍽️ Ambiyan on Main, 149 Main St – Indian fusion in a heritage home
🍷 Il Postino, 186 Main St – Upscale Italian fare
95. Uxbridge
Known as the “Trail Capital of Canada,” Uxbridge is an outdoor-lover’s haven surrounded by forests and farmland.
Why Visit? Hikes, heritage, and horse farms.
Can’t-Miss Activities:
- 🚲 Trans Canada Trail Access, Main St N – Dozens of scenic sections
- 🏛️ Uxbridge Historical Centre, 7239 Concession Rd 6 – Pioneer village vibes
- 🛍️ Blue Heron Books, 62 Brock St W – One of Canada’s best indie bookstores
Best Accommodations:
🛏️ The Roxy Bed & Breakfast, 10 First Ave – Boutique stay with flair
🛏️ Foxfire Ridge, rural Uxbridge – Elegant farm escape
Dining Highlights:
🥪 Urban Pantry, 4 Toronto St N – Farm-to-fork deliciousness
☕ Naval Café, 5 Brock St W – Cozy + great lattes
96. Warkworth
A hidden gem in Northumberland County, Warkworth has transformed into an artsy village with festivals, bakeries, and a laid-back vibe.
Why Visit? For rural charm and creative energy.
Can’t-Miss Activities:
- 🎨 The Village Gallery, 40 Main St – Local art in a charming space
- 🌻 Lilac Festival, May – The whole town blooms
- 🥾 Goodrich-Loomis Conservation Area, nearby – Peaceful hiking trails
Best Accommodations:
🛏️ Cricklewood Farm Stay, 14953 County Rd 29 – Quaint and quiet
🛏️ The Warkworth Inn, 39 Main St – Central and cozy
Dining Highlights:
🥐 Our Lucky Stars Café, 16 Main St – Local coffee, fresh baking
🍝 The Social, 20 Main St – Bistro with small-town warmth
97. Waterford
Famous for its pumpkin festival and converted rail trails, Waterford is a rustic town with deep roots in Ontario’s agricultural history.
Why Visit? Bikes, pumpkins, and peaceful trails.
Can’t-Miss Activities:
- 🚲 Waterford Heritage Trail + Black Bridge – Insta-worthy views
- 🎃 Waterford Pumpkinfest, October – A must-see fall festival
- 🛶 Kayak Big Creek, nearby – Explore Norfolk’s backwaters
Best Accommodations:
🛏️ Cedar Cottage, 105 Old Hwy 24 – Peaceful guesthouse on the edge of town
🛏️ David’s Guesthouse, in Port Dover – Close enough for comfort
Dining Highlights:
🍽️ Ritzy Cakes & Eatery, 68 Main St – Unexpectedly gourmet!
☕ Back Road Coffee Roasters, 42 Alice St – Small batch + excellent
98. Wellington
Located on the north shore of Prince Edward County, Wellington blends beach life with wine country sophistication.
Why Visit? It’s wine country with lake views and small-town charm.
Can’t-Miss Activities:
- 🍷 Norman Hardie Winery, 1152 Greer Rd – One of PEC’s pioneers
- 🏖️ Wellington Rotary Beach, Beach St – Sunsets + swimming
- 🎨 Armstrong Glassworks, 326 Main St – Watch artists in action
Best Accommodations:
🛏️ The Drake Devonshire, 24 Wharf St – Iconic lakeside boutique hotel
🛏️ Angeline’s Inn, 433 Main St – Eclectic and homey
Dining Highlights:
🍽️ East & Main Bistro, 270 Main St – Elevated County cuisine
☕ Enid Grace Café, 303 Main St – One of Ontario’s best brunch spots
99. Westport
Tucked in the Rideau Lakes region, Westport is a waterfront town with boat slips, boutique shops, and nearby summits.
Why Visit? A peaceful lakeside base with just the right buzz.
Can’t-Miss Activities:
- 🛥️ Westport Harbour + Rideau Canal, Main St – Summer boating scene
- ⛰️ Spy Rock Lookout, Foley Mountain – Iconic views of the village
- 🛍️ Downtown Westport, Bedford St – Books, fashion, home décor
Best Accommodations:
🛏️ The Cove Inn, 2 Bedford St – Live music + lakeside dining
🛏️ Westport Station Motel, 52 Concession St – Comfortable and central
Dining Highlights:
🍕 Vanilla Bean’s Café, 16 Church St – Local treats + espresso
🍽️ The Cottage Coffee House, 18 Church St – Laid-back eats + smoothies
100. Wheatley
On Lake Erie’s north shore, Wheatley is a sleepy fishing village turned gateway to parks, paddling, and pelican-spotting.
Why Visit? Peaceful, uncrowded, and surrounded by nature.
Can’t-Miss Activities:
- 🏕️ Wheatley Provincial Park, 21116 Klondyke Rd – Serene trails and beaches
- 🐦 Birdwatching, Point Pelee + Hillman Marsh nearby
- 🐟 Buy fish fresh from the dock, downtown Wheatley
Best Accommodations:
🛏️ Omstead’s On Erie, 1534 Iroquois Rd – B&B with lakefront views
🛏️ Parkside Village Motel, 216 Erie St – Clean, family-owned
Dining Highlights:
🍔 Renny’s, 9 Talbot Rd – Home-cooked feel
☕ Freddy’s Park Stop, 875 Talbot Rd – Quick and tasty
101. Whitney
A gateway town to Algonquin Park’s East Gate, Whitney is where serious hikers, paddlers, and stargazers base up.
Why Visit? Algonquin access with a camp-town soul.
Can’t-Miss Activities:
- 🥾 Hike Algonquin East Trails, off Hwy 60 – Fewer crowds, big rewards
- 🌌 Stargazing at Galeairy Lake, Whitney Beach – No light pollution
- 🛶 Paddle rentals + outfitting, Algonquin East Gate Outfitters
Best Accommodations:
🛏️ Rolling Rapids Motel, 19129 Hwy 60 – Simple and right by the river
🛏️ Mad Musher Lodge, 29588 Hwy 60 – Rustic and reliable
Dining Highlights:
🍽️ The Mad Musher Restaurant, 29588 Hwy 60 – Canadian classics
🥪 Algonquin Lunch Bar, Hwy 60 – Perfect for a trail lunch
102. Wolfe Island
Located just off Kingston in the St. Lawrence River, Wolfe Island is a car ferry away from total peace and pastoral beauty.
Why Visit? For ferry rides, quiet beaches, and big sky sunsets.
Can’t-Miss Activities:
- ⛴️ Wolfe Island Ferry, leaves from downtown Kingston
- 🚴 Cycle across the island, limited traffic + fresh air
- 🏖️ Big Sandy Bay, private and pristine
Best Accommodations:
🛏️ Wolfe Island Riverfront B&B, Dawson Point Rd – Waterfront escape
🛏️ Hotel Wolfe Island, Marysville – Cozy + connected
Dining Highlights:
🍕 The Wolfe Island Grill, 1222 Main St – Waterfront dining
☕ Fargo’s General Store Café, 1225 Main St – Casual eats + live music
103. Kagawong
This tiny town on Manitoulin Island punches above its weight with waterfalls, artisans, and island pace.
Why Visit? The prettiest town on Manitoulin Island.
Can’t-Miss Activities:
- 💦 Bridal Veil Falls, Hwy 540 – Walk behind the water
- 🎨 Kagawong Artisan Market, seasonal
- 🚶 Billings Nature Trail, across the bridge
Best Accommodations:
🛏️ The Mutchmor Lofts, nearby Gore Bay – Artsy + bright
🛏️ Riverside Cottage Rentals, in town
Dining Highlights:
🍽️ Main Street Café, 147 Main St – Island-famous for a reason
☕ Manitoulin Chocolate Works, 155 Main St – Sweets + espresso
104. Manitoulin Island
And finally… the crown jewel of slow travel in Ontario. Manitoulin is the world’s largest freshwater island, with beaches, bluffs, and Indigenous heritage.
Why Visit? For sacred sites, pristine nature, and peace.
Can’t-Miss Activities:
- 🥾 Cup & Saucer Trail, Bidwell Rd – Epic views, challenging hike
- ⛵ Explore Great Spirit Circle Trail – Guided Indigenous experiences
- 🏝️ Providence Bay, for beaches and sunsets
Best Accommodations:
🛏️ Mindemoya Motel, 6375 Hwy 542 – Central location
🛏️ My Friends Inn, Manitowaning – Friendly and affordable
Dining Highlights:
🍽️ Lake Huron Fish & Chips, Providence Bay
🥗 Garden’s Gate Restaurant, Tehkummah – Upscale island fare
