Explore Toronto’s Best Picturesque Small Towns

Are you craving a serene escape from the hustle and bustle of Toronto? Discover the charm and tranquility of small towns near Toronto, where picturesque landscapes, rich history, and vibrant local cultures await. These hidden gems offer the perfect blend of relaxation and adventure, making them ideal for weekend getaways or day trips. From the historic streets of Niagara-on-the-Lake to the artistic vibe of Stratford, each town has its own unique allure. In this guide, we’ll explore some of the best picturesque small towns near Toronto, providing you with all the essential information to plan your next memorable visit. Dive into Toronto’s best picturesque small towns and uncover the beauty and charm that lie just a short drive away!

List of 15 Top Small Towns Near Toronto

  1. Niagara-on-the-Lake
  2. Stratford
  3. Elora
  4. Port Perry
  5. Cobourg
  6. Orangeville
  7. St. Jacobs
  8. Port Hope
  9. Collingwood
  10. Creemore
  11. Picton
  12. Unionville
  13. Fergus
  14. Kleinburg
  15. Grimsby
small town street

Niagara-on-the-Lake

Niagara-on-the-Lake is renowned as one of the best picturesque small towns near Toronto, offering a delightful blend of historic charm and natural beauty. This town is famous for its well-preserved 19th-century architecture and vibrant wine culture. Key attractions include the Shaw Festival, which showcases a variety of theatrical performances, and the numerous wineries and vineyards, perfect for wine tasting tours. No trip to Niagara-on-the-Lake is complete without visiting its best wineries, where scenic views and perfect food pairings await. Visitors can stroll through the charming streets lined with boutiques, antique shops, and gourmet restaurants. Outdoor enthusiasts will enjoy the scenic Niagara River Parkway and the stunning views from Queen’s Royal Park. Accommodations range from quaint bed and breakfasts to luxurious hotels, ensuring a comfortable stay for all. For a truly memorable experience in Niagara-on-the-Lake, check out our guide to the best hotels where you can unwind after exploring this picturesque town. The town is also known for its annual events like the Peach Festival and Icewine Festival, making it one of Toronto’s best picturesque small towns for a memorable visit.

Postal code: L0S 1J0
Area code: 905/289

Stratford

Stratford is a top picturesque small town near Toronto, celebrated for its vibrant arts scene and the world-renowned Stratford Festival. This charming town is a cultural hub, attracting visitors with its exceptional theater performances, including Shakespearean plays and contemporary productions. Key attractions include the Festival Theatre, Avon Theatre, and the tranquil Shakespearean Gardens. Beyond the arts, Stratford offers a scenic backdrop with the Avon River running through it, providing opportunities for boating, picnicking, and relaxing strolls. The town is also home to a variety of artisanal shops, local eateries, and cozy cafes, ensuring a delightful culinary experience. Accommodations are plentiful, ranging from historic inns to modern hotels. Stratford’s unique blend of artistic flair and small-town charm makes it a must-visit destination for those exploring the best small towns near Toronto.

Postcode district: E15, E20

Elora

Elora, often hailed as the best picturesque small town near Toronto, is a haven for nature lovers and adventure seekers. Known for the breathtaking Elora Gorge, this town offers stunning views and thrilling outdoor activities such as hiking, tubing, and zip-lining. The Elora Quarry, a former limestone quarry, is now a popular swimming spot with its clear blue waters and sandy beach. Elora is also home to a vibrant arts community, with galleries, studios, and the annual Elora Festival drawing visitors from all over. The town’s historic downtown features charming shops, unique boutiques, and cozy cafes, perfect for a leisurely day out. Accommodations in Elora range from quaint bed and breakfasts to riverside inns, providing a comfortable stay amidst picturesque surroundings. The combination of natural beauty, artistic spirit, and small-town charm makes Elora one of the most charming small towns near Toronto.

Area code: 519 ,226 and 548

Port Perry

Port Perry, one of the charming small towns near Toronto, is nestled on the shores of Lake Scugog and offers a serene escape with its picturesque waterfront and historic downtown. Known for its vibrant arts scene and friendly community, Port Perry boasts key attractions such as the Scugog Shores Historical Museum, which provides a glimpse into the town’s rich heritage. Visitors can enjoy boating, fishing, and other water activities on Lake Scugog or take a leisurely stroll along the waterfront trail. The town’s downtown area is filled with unique boutiques, antique shops, and cozy cafes, perfect for a relaxing day out. Accommodations in Port Perry range from quaint bed and breakfasts to charming inns, ensuring a comfortable stay. The town’s annual events, including the Port Perry Fair and Scugog Studio Tour, add to its appeal, making it one of the best picturesque small towns near Toronto to explore.

Area code(s): 905 and 289

small town road

Cobourg

Cobourg, often referred to as one of Toronto’s best picturesque small towns, is a delightful destination known for its beautiful beaches and historic charm. Victoria Beach, with its sandy shores and clear waters, is a major attraction, offering swimming, sunbathing, and picnicking opportunities. The town’s historic downtown features well-preserved 19th-century buildings, housing a variety of shops, galleries, and restaurants. Key attractions include the Cobourg Marina, the Concert Hall at Victoria Hall, and the Cobourg Museum Foundation. Outdoor enthusiasts can enjoy walking or biking along the Cobourg Waterfront Trail, which offers stunning views of Lake Ontario. Accommodations in Cobourg range from cozy inns to modern hotels, catering to all types of visitors. The town’s vibrant cultural scene, beautiful natural settings, and welcoming atmosphere make it a top picturesque small town near Toronto.

Area code(s): 905, 289, 365, 742

Orangeville

Orangeville, one of the best small towns near Toronto, is a vibrant community known for its rich arts culture and scenic surroundings. The town’s historic Broadway is lined with charming shops, restaurants, and galleries, making it a perfect spot for a leisurely day out. Key attractions include the Island Lake Conservation Area, where visitors can enjoy hiking, fishing, and canoeing amidst beautiful natural landscapes. The town also hosts the annual Orangeville Blues and Jazz Festival, drawing music lovers from all over. Accommodations in Orangeville include a variety of hotels and bed and breakfasts, ensuring a comfortable stay for visitors. The town’s Farmers’ Market offers fresh local produce and artisanal goods, adding to its charm. With its blend of cultural attractions and outdoor activities, Orangeville stands out as one of the top picturesque small towns near Toronto, offering something for everyone.

Area code(s): 519 and 226

St. Jacobs

St. Jacobs, one of the best picturesque small towns near Toronto, is renowned for its rich Mennonite heritage and vibrant market scene. This charming town is known for the St. Jacobs Farmers’ Market, one of the largest in Canada, where visitors can find fresh produce, handmade crafts, and delicious local delicacies. The village itself is filled with unique shops, artisanal boutiques, and charming cafes. Key attractions include the St. Jacobs & Aberfoyle Model Railway, which showcases an impressive miniature train display, and the Maple Syrup Museum, offering insights into local traditions. Outdoor activities such as hiking and cycling are popular along the scenic trails that surround the town. Pair your visit to these picturesque small towns with an outdoor adventure by exploring some of the best hiking trails in and around Toronto throughout the year. Accommodations range from cozy bed and breakfasts to quaint inns, ensuring a comfortable stay. The combination of cultural heritage, artisanal craftsmanship, and natural beauty makes St. Jacobs a top picturesque small town near Toronto.

Area code(s): 519 and 226

Port Hope

Port Hope, often considered one of Toronto’s best picturesque small towns, is a delightful destination known for its well-preserved 19th-century architecture and scenic waterfront. The town’s historic downtown features charming streets lined with antique shops, boutiques, and eateries, offering a nostalgic experience. Key attractions include the Capitol Theatre, a beautifully restored historic theater that hosts a variety of performances, and the Canadian Fire Fighters Museum, which honors the history of firefighting in Canada. Outdoor enthusiasts can explore the Port Hope Conservation Area, which offers trails, fishing, and picnic spots. The town’s waterfront is perfect for leisurely walks, boating, and enjoying views of Lake Ontario. Accommodations in Port Hope range from historic inns to modern hotels, providing a range of options for visitors. With its blend of history, culture, and natural beauty, Port Hope is a charming small town near Toronto worth exploring.

small town cafe

Collingwood

Collingwood is one of the best small towns near Toronto, famous for its outdoor recreational opportunities and vibrant cultural scene. Located on the shores of Georgian Bay, Collingwood is a gateway to the Blue Mountain Resort, where visitors can enjoy skiing, snowboarding, and a variety of winter sports. In the warmer months, the area offers hiking, mountain biking, and water activities. The town itself features a charming downtown with historic buildings, unique shops, and a thriving culinary scene. Key attractions include the Collingwood Museum, which provides insights into the town’s maritime history, and the Scenic Caves Nature Adventures, offering caves, suspension bridge walks, and eco tours. Accommodations range from cozy bed and breakfasts to luxury resorts, ensuring a comfortable stay for all visitors. Collingwood’s mix of outdoor adventure, cultural richness, and scenic beauty makes it a top picturesque small town near Toronto.

Area code: 705 & 249

Creemore

Creemore is one of the best picturesque small towns near Toronto, known for its artisanal charm and natural beauty. Nestled in the heart of Clearview Township, Creemore is famous for the Creemore Springs Brewery, where visitors can take a tour and taste the locally brewed beer. The town’s quaint streets are lined with unique boutiques, antique shops, and cozy cafes. Key attractions include the Creemore Farmers’ Market, which offers fresh produce and handmade goods, and the Mad and Noisy Gallery, showcasing local artists’ work. Outdoor enthusiasts can explore the nearby Bruce Trail, perfect for hiking and enjoying the scenic views of the Niagara Escarpment. Accommodations in Creemore range from charming bed and breakfasts to rustic inns, ensuring a comfortable stay. The blend of cultural attractions, artisanal craftsmanship, and beautiful landscapes makes Creemore a top picturesque small town near Toronto.

Picton

Picton, one of Toronto’s best picturesque small towns, is the heart of Prince Edward County and a haven for food and wine lovers. Known for its vibrant arts scene and culinary delights, Picton boasts numerous wineries, gourmet restaurants, and artisanal shops. Key attractions include the Picton Harbour, where visitors can enjoy boating and fishing, and the historic Regent Theatre, which hosts a variety of performances and films. Sandbanks Provincial Park, with its stunning beaches and sand dunes, is just a short drive away and offers activities such as swimming, hiking, and camping. For a perfect summer escape near Toronto, discover our ultimate guide to the top beaches and pair your small-town visit with a day by the water. The town’s downtown area features charming boutiques, galleries, and cafes, providing a delightful shopping and dining experience. Accommodations in Picton range from luxurious inns to cozy bed and breakfasts. With its blend of natural beauty, cultural richness, and gourmet experiences, Picton stands out as a top picturesque small town near Toronto.

Postcode(s): 7220

Unionville

Unionville is one of the most charming small towns near Toronto, known for its historic Main Street and picturesque setting. This quaint village offers a delightful escape with its well-preserved 19th-century buildings, unique shops, and excellent dining options. Key attractions include the Varley Art Gallery, which showcases Canadian art, and Toogood Pond Park, perfect for leisurely walks, picnics, and wildlife watching. The annual Unionville Festival draws visitors with its parades, live music, and artisan market. Outdoor enthusiasts can enjoy the nearby Bruce’s Mill Conservation Area, offering trails, bird watching, and seasonal events. Accommodations in Unionville include boutique hotels and charming inns, ensuring a pleasant stay. The combination of historic charm, cultural attractions, and natural beauty makes Unionville a best picturesque small town near Toronto, providing a perfect setting for a relaxing day trip or weekend getaway. After strolling through Unionville’s quaint streets, indulge in a delightful meal at one of the top dining spots.

people cycling in a small town

Fergus

Fergus is one of the best picturesque small towns near Toronto, known for its Scottish heritage and scenic river views. Located along the Grand River, Fergus offers a unique blend of cultural charm and natural beauty. Key attractions include the Fergus Scottish Festival and Highland Games, a vibrant annual event celebrating Scottish culture with traditional music, dance, and sports. The historic downtown area features well-preserved 19th-century architecture, quaint shops, and cozy cafes. Outdoor enthusiasts can explore the Elora Gorge Conservation Area, which offers hiking, fishing, and stunning views of the gorge. The Fergus Grand Theatre provides cultural enrichment with its diverse performances. Accommodations in Fergus range from charming bed and breakfasts to modern inns, ensuring a comfortable stay. With its rich history, beautiful landscapes, and lively community events, Fergus stands out as one of Toronto’s best picturesque small towns.

Area Code: 519

Kleinburg

Kleinburg is a top picturesque small town near Toronto, known for its artistic flair and serene surroundings. Home to the renowned McMichael Canadian Art Collection, Kleinburg showcases an impressive collection of Canadian art, including works by the Group of Seven. The town’s charming Main Street is lined with boutique shops, fine dining restaurants, and cozy cafes, making it a perfect destination for a relaxing day trip. Key attractions include the Kortright Centre for Conservation, which offers trails, wildlife watching, and educational programs about sustainability. Outdoor enthusiasts can enjoy the Humber River trails, ideal for hiking and cycling. Kleinburg’s annual Binder Twine Festival celebrates the town’s agricultural heritage with crafts, entertainment, and activities for all ages. Accommodations in Kleinburg include boutique hotels and bed and breakfasts, ensuring a pleasant stay. Kleinburg’s artistic heritage and natural beauty make it one of the best picturesque small towns near Toronto.

Area code: 905 and 289

Grimsby

Grimsby, one of the charming small towns near Toronto, is known for its picturesque setting along the shores of Lake Ontario and its thriving wine country. The town is famous for its beautiful vineyards and wineries, offering tours and tastings of locally produced wines. Key attractions include the Grimsby Museum, which provides insights into the town’s history, and the Painted Ladies of Grimsby, a collection of brightly colored Victorian homes. Outdoor activities are plentiful, with opportunities for hiking on the Bruce Trail, exploring the Forty Creek Distillery, and enjoying the waterfront parks and marinas. The town’s downtown area features unique boutiques, art galleries, and gourmet restaurants, providing a delightful shopping and dining experience. Accommodations in Grimsby range from cozy inns to modern hotels, ensuring a comfortable stay. With its blend of natural beauty, cultural attractions, and culinary delights, Grimsby is a top picturesque small town near Toronto.

Area code: 01472

TownDistance from Toronto (km/h)
Niagara-on-the-Lake130
Stratford150
Elora115
Port Perry70
Cobourg120
Orangeville85
St. Jacobs115
Port Hope110
Collingwood150
Creemore120
Picton200
Unionville40
Fergus105
Kleinburg40
Grimsby85

How to Plan Your Visit

The best time to visit the charming small towns near Toronto varies depending on the activities you enjoy. Spring and summer are ideal for exploring towns like Niagara-on-the-Lake and Picton, where you can enjoy winery tours, festivals, and outdoor activities. Fall is perfect for experiencing the vibrant foliage in towns like Stratford and Elora, while winter offers a magical atmosphere with holiday events and winter sports in places like Collingwood and Orangeville.

Reaching these small towns near Toronto is convenient with several transportation options. Driving is the most flexible option, allowing you to explore multiple towns at your own pace. For those who prefer public transportation, GO Transit offers routes to towns like Port Perry, Cobourg, and Unionville. VIA Rail provides train services to destinations such as Stratford and Port Hope. Additionally, some towns, like Niagara-on-the-Lake, offer shuttle services from Toronto.

small town area

Suggested Itineraries

Weekend Getaway to Niagara-on-the-Lake and Stratford:

Day 1: Depart from Toronto in the morning, visit Niagara-on-the-Lake wineries, explore the historic downtown, and enjoy an evening theater performance at the Shaw Festival.

Day 2: Drive to Stratford, stroll through Shakespearean Gardens, visit the Stratford Festival Theatre, and enjoy a gourmet dinner in town.

Day Trip to Elora and Fergus:

Depart from Toronto early in the morning, explore the Elora Gorge and Elora Quarry, have lunch at a local café, then head to Fergus to visit the Fergus Scottish Festival and Highland Games or the Fergus Grand Theatre.

Family Adventure in Collingwood and Creemore:

Day 1: Arrive in Collingwood, spend the day at Blue Mountain Resort with activities like hiking or skiing, and stay overnight in a cozy inn. Complete your small-town adventure with a stay at one of the top Blue Mountain hotels and resorts, offering both comfort and stunning views.

Day 2: Visit Creemore, tour the Creemore Springs Brewery, and explore the local shops and galleries before heading back to Toronto.

Additional Tips

Packing Tips for Different Seasons

Spring and Summer: Pack light clothing, comfortable walking shoes, sunscreen, hats, and swimwear for enjoying beaches and outdoor activities.

Fall: Bring layers, a warm jacket, comfortable hiking shoes, and a camera to capture the stunning fall foliage.

Winter: Pack thermal layers, a heavy coat, gloves, a hat, waterproof boots, and gear for winter sports like skiing or snowboarding.

Key Takeaways

  • Discover charming towns like Niagara-on-the-Lake, Stratford, Elora, Port Perry, Cobourg, Orangeville, St. Jacobs, Port Hope, Collingwood, Creemore, Picton, Unionville, Fergus, Kleinburg, and Grimsby.
  • Each town offers unique attractions, including historic sites, scenic parks, vibrant arts scenes, and outdoor activities like hiking, boating, and wine tasting.
  • Spring and summer are ideal for enjoying outdoor activities and festivals, while fall offers beautiful foliage, and winter provides holiday events and winter sports.
  • Accessible by car, GO Transit, VIA Rail, and local shuttles, these towns are easy to reach from Toronto, making them perfect for day trips or weekend getaways.
  • Tailored itineraries include weekend getaways to Niagara-on-the-Lake and Stratford, day trips to Elora and Fergus, and family adventures in Collingwood and Creemore.
  • Packing tips for different seasons, respecting local customs, supporting local businesses, practicing environmental responsibility, and engaging with locals enhance the travel experience.

FAQs

  1. Is there public transportation to Elora from Toronto?
    While direct public transportation is limited, you can reach Elora via GO Transit to Guelph and then a local bus or taxi.
  2. What is special about Port Perry?
    Port Perry offers a scenic waterfront, historic downtown, and activities like boating and fishing on Lake Scugog.
  3. Which small town near Toronto has the best wineries?
    Niagara-on-the-Lake is renowned for its wineries and wine tours.
  4. What outdoor activities are available in Collingwood?
    Collingwood offers skiing, snowboarding at Blue Mountain Resort, and hiking in the warmer months.
  5. Is Unionville good for a day trip?
    Yes, Unionville is perfect for a day trip with its historic Main Street, shops, and Toogood Pond Park.
  6. Can I hike in St. Jacobs?
    Yes, St. Jacobs has nearby trails and the scenic Grand River for outdoor activities.
  7. What should I pack for a winter visit to these towns?
    Pack thermal layers, a heavy coat, gloves, a hat, and waterproof boots for a winter visit.
  8. How can I support local businesses in these towns?
    Shop at local boutiques, dine at independent restaurants, and participate in local tours and activities. Extend your love for local charm by checking out our guide on how to support Toronto’s local businesses and keep the spirit of community alive.

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