Crush these 8 epic summer rides before Labour Day

Laurie Weir

If your bike has been whispering “adventure,” it’s time to listen. South Eastern Ontario is a cycling dream, with everything from breezy island loops to gravel grinds and waterfront spins. These rides are built for a weekend warrior, a sip-and-cycle enthusiast, or a backroad wanderer.

1. Wolfe Island: Free ferry, farm roads and Big Sandy Bay

Catch the free ferry from downtown Kingston and step into a cycling haven. Wolfe Island offers quiet, country roads with minimal traffic and panoramic views of Lake Ontario, and you can check out those wind turbines you see from the mainland. The real reward? A side trip to Big Sandy Bay for a beach break. Pack a picnic or stop in Marysville for a cold drink at the Hotel Wolfe Island.

Bonus dinner tip: If you’re a fan of fish and chips, Hotel Wolfe Island Restaurant has the most crispy cornmeal-crusted pickerel that you will ever sink your teeth into, while you water gaze for a spell. 

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2. Amherst Island: Gravel paradise with a rural soul

Hop the Millhaven ferry to Amherst Island (ferry fee in effect) for a peaceful ride through farmland, along stone fences, and sheep pastures. Rolling across Amherst Island, you’ll find more than winding roads and postcard-worthy vistas. This close-knit community blends natural beauty with deep-rooted history, offering a warm welcome to visitors. Check out the island’s local website for tips, events and everything you need to make the most of your ride.

Bonus tip: Find the Butter Tart Lady. You won’t be disappointed.

3. Howe Island: Underrated Island ride with dual ferries

Often overlooked, Howe Island features two ferries (ferry fee applies) and winding shoreline routes perfect for a mellow loop. Expect winding shorelines and uninterrupted lake views. Great for Sunday explorers or couples' rides.

Traveller tip: There are no retail stores on the island, so bring your snacks and water bottles.

4. 1000 Islands Park Trail: Gananoque to Brockville in style

This 37 km paved pathway runs along the St. Lawrence River with breathtaking sights. Part of the Great Lakes Waterfront Trail, it’s perfect for a relaxed roll or a longer ride if you loop back. Plenty of scenic pull-offs, picnic spots, and historic markers.

5. Cataraqui Rail Trail: Shady gravel from Rideau Lakes to Strathcona

At 104 km, this crushed-stone trail is a slow burn of lakes, locks, and forests. Ride a chunk or the whole thing. Stop for some forest bathing along the way. 

Shoutout: Chaffeys Lock gets a thumb’s up for a great pit stop and the Opinicon for some top-tier post-ride refreshments. Check out Brown’s Marina while you’re visiting the area. Who knows, you might leave with a boat.

6. K&P Trail: Kingston North to Verona on quiet terrain

This former rail line is now a crushed gravel trail perfect for beginners or gravel-curious riders. Look for wildlife, pack water, and enjoy the tree-lined ride through Canadian Shield country. Connects to Kingston’s urban cycling network.

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7. Millennium Trail: Prince Edward County’s Wine & Wheels Route

Cycling in wine country? Absolutely. The 49 km Millennium Trail stretches through Picton, Bloomfield and Wellington where you can stop at cideries, breweries, and wineries. Hard-packed and beginner-friendly, it’s the ultimate “sip and spin” with the best country scenery. Go ahead, drink it all in!

8. Cornwall Waterfront Trail: Flat, Scenic and Stress-Free

Over 40 km of paved riverside trail awaits in Cornwall. Smooth, peaceful and separated from traffic, it’s perfect for families, first-timers, or anyone recovering from too much cheese at Upper Canada Village.

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Bonus Rides: For Gravel Lovers & Off-the-Beaten-Path Explorers

Frontenac Gravel Loop

Tackle the legendary 200 km dirt road loop through Frontenac Highlands. Check this link for several gravel trails and backpacking routes in the area. Expect lake dips, Crown Land campsites, and soul-cleansing solitude.

Central Frontenac Trailway

This 35 km rail trail is ideal for beginner gravel riders or laid-back family day outings. Flat, shaded, and part of the Trans Canada Trail system, it's a car-free favourite in the area.

Upcoming Cycling Events in South Eastern Ontario

Kick & Push Century Ride – July 20, 2025

Ride 50 km or 100 km of mixed gravel through Frontenac County, with gorgeous scenery, sparse traffic, and a finish-line brag that will last until Thanksgiving. Register now!

Discover L&A Ride – September 6, 2025

This 56 km event offers rest stops with local food, live music, and a winery finish at Bergeron Estate. Slow-paced, rural charm, and supremely summery. Get your ticket!

Naturally L&A Tall Pines Ride – October 4, 2025

Gravel lovers rejoice. Ride through Addington Highlands with forest views, food stops, and a post-ride pint. Tickets are available here.

Plan Your Ride

Bonus Fun for Tourists: Scavenger Hunts, Family Stops & More

Make your summer ride more than just pedal power. Here are some fun extras for cyclists, families and curious travellers:

Island Scavenger Hunt Challenge

Lock & Look Bingo (Rideau Canal Edition)

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Trailside Geocache Challenge

Family Favourites

Here are a few favourite stops for families who may be looking for a little more to do than ride the bikes. 

If you’ve been meaning to take your bike out of hibernation, this is your sign. South Eastern Ontario offers everything from lazy waterfront paths to challenging gravel grinds and ferry-hopping fun. Just remember to pack water, wear your helmet, and stop for snacks. These trails are camera-ready, but hashtags are optional.

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