Whether you're just visiting, recently moved here, or have called Oakville home for years, there's always something new to explore in this vibrant lakeside town. Located between Toronto and Hamilton, Oakville offers the charm of a small town with big city amenities — plus nature, culture, food, and community vibes that make it a top destination in the GTA.
Here’s your ultimate guide to the best things to do in Oakville year-round.
1. Walk the Waterfront Trail
Oakville’s shoreline is one of its greatest treasures. The Waterfront Trail stretches across town, offering lakefront views, peaceful parks, and stops at harbours, beaches, and gardens.
Top spots to check out:
Coronation Park: Sandy beach, picnic areas, and festivals
Tannery Park: Boardwalk views and the historic lighthouse
Bronte Heritage Waterfront Park: Great for boats, patios, and people-watching
Bring a coffee, rent a bike, or just enjoy a sunrise stroll.
2. Visit the Oakville Galleries & Gairloch Gardens
Oakville has an impressive art scene tucked into natural spaces. The Oakville Galleries, located at Gairloch Gardens and Centennial Square, feature rotating contemporary exhibitions with local and international artists.
Why go?
You can enjoy world-class art in a lakeside garden setting — perfect for a relaxing afternoon. It’s also free!
3. Explore Downtown Oakville & Kerr Village
Two distinct shopping districts, both packed with personality:
Downtown Oakville is upscale and elegant — filled with boutique shops, patios, spas, and the iconic Towne Square.
Kerr Village is more eclectic and vibrant, known for its local coffee shops, bakeries, vintage stores, and live music.
Whether you're browsing home décor, fashion, or grabbing a drink with friends, these areas offer the best of Oakville's local culture.
4. Shop the Oakville Farmers’ Market
From May to October, the Oakville Farmers’ Market runs every Saturday downtown. You’ll find local produce, baked goods, handmade crafts, and even live entertainment.
Pro tip: Try the pastries, grab flowers, and plan a picnic at Lakeside Park afterward.
5. Catch a Show at the Oakville Centre for the Performing Arts
Located right in the heart of downtown, this intimate theatre hosts concerts, comedy, ballet, and community performances year-round. From Canadian jazz legends to youth productions, the Oakville Centre is a cultural cornerstone.
Check their schedule online and make a night of it with dinner before or drinks after.
6. Hike Local Trails & Conservation Areas
Oakville is home to over 200 km of trails and multiple conservation areas. Great for hiking, cycling, birdwatching, or just unwinding.
Must-visit green spaces:
Sixteen Mile Creek Trail: Forested, scenic, and runs through central Oakville
Bronte Creek Provincial Park: Great for hiking, camping, swimming, and tobogganing in winter
Iroquois Shoreline Woods: A true hidden gem of quiet nature trails
Perfect for nature lovers or families with kids.
7. Eat & Drink at Oakville’s Top Restaurants
Oakville has no shortage of incredible dining options — whether you’re into fresh seafood, wood-fired pizza, or craft cocktails.
Local favourites:
Cucci (Bronte): Upscale Italian with lake views
Hexagon (Downtown): Award-winning French cuisine and a hidden bakery out back
Goldwyn & Sons (Bronte): Speakeasy-style bar with elevated cocktails
Vereda Central Café (Downtown): Small-batch coffee and cozy vibes
Oakville’s food scene rivals any in the GTA — minus the traffic and long waits.
8. Visit Glen Abbey Golf Club
Even if you’re not a golfer, Glen Abbey is worth checking out. Designed by Jack Nicklaus, it’s hosted the Canadian Open more than 30 times and is one of Canada’s most famous golf courses.
Visitors can book tee times, dine at the on-site restaurant, or walk the grounds.
9. Wellness & Relaxation
Oakville is filled with spas, yoga studios, and wellness centers for when you need to unwind.
Try:
Thermëa Spa Village (20 mins away in Whitby): Luxury Nordic spa experience
Lakeshore Yoga: Beachside classes in summer
Urban Alchemy: Boutique spa downtown offering massages and facials
Whether you’re local or visiting, Oakville is a great place to recharge.
10. Spend a Day in Bronte Village
Bronte feels like a small coastal town — with sailboats, patio bars, ice cream shops, and a vibrant boardwalk. Walk the Bronte Harbour Marina, grab a coffee, browse art galleries, or catch live music at Bronte Heritage Park.
It’s especially lively during summer weekends and festivals.
Bonus: Seasonal Events & Festivals
Oakville Midnight Madness (July) – Street festival downtown with music, vendors, and late-night fun
Bronte Canada Day (July 1st) – Fireworks, food trucks, and lakeside celebrations
Oakville Children’s Festival (August) – Family-focused entertainment and activities
Winter in Downtown – Tree lighting, holiday markets, and skating in Towne Square
Thinking of making Oakville your home?
We know the town inside and out — from the neighbourhoods to the hidden gems.
Contact Lakeshore Group Real Estate today for expert guidance and local insights.
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