Planning a cycling trip in Ontario? Make Collingwood your next two-wheeled destination.

From rolling gravel climbs to smooth country roads and tree-lined valleys, Collingwood and the surrounding South Georgian Bay area have quietly become one of Ontario’s best places to ride. Whether you’re looking for a quick spin, a coffee ride, or a big day in the saddle, this region has it all—and then some.

Below, we’ve rounded up three of our favourite road and gravel cycling routes ranging from 25 km to over 50 km, plus tips on where to park, get a tune-up, and stay the night.

What to Expect: A Mix of Road and Gravel Riding in Every Direction

Cycling in Collingwood is all about variety. You’ll find rolling gravel hills, quiet concession roads, and long uninterrupted stretches through farmland and forest. There are steady climbs, scenic descents, and enough route options to keep even the most seasoned riders exploring for days.

The terrain is mostly smooth and accessible, with a few punchy climbs that’ll get your heart rate up. Expect minimal traffic, gorgeous views, and the kind of fresh air that makes you forget you’re just a couple hours from Toronto.

Whether you’re a beginner looking for a mellow morning ride or a diehard gravel rider ready to hammer out 60k before lunch, there’s something here for you.

Where to Park: Start Your Ride from Somewhere Inn Collingwood

If you’re riding from town, there’s no better place to start than Somewhere Inn Collingwood. Located just steps from downtown and a few pedal strokes from quiet roads, our boutique hotel makes a perfect basecamp for your trip. Guests can park on-site and leave their vehicle worry-free while they explore the area by bike. And when the ride’s done? You’re already home.

Tune-Ups & Last-Minute Gear: Summit Social House

Need a quick adjustment before hitting the road? Summit Social House on First Street is your go-to local cycle café. They’ve got a solid bike shop inside, espresso that hits just right, and a team of friendly staff who actually ride (and won’t upsell you on something you don’t need). If you’re not sure what loop to try, they’ve got thoughts—and likely a favourite route of their own to recommend.

The Routes: Choose Your Adventure

1. 25 km: The Batteaux Gravel Loop

A quick but scenic mixed-surface ride through quiet back roads, forest cover, and rural farmland. A great option for a recovery ride or a gentle intro to gravel riding in the area.

• Distance: 25.4 km

• Surface: Gravel & paved roads

• Ride it here: Batteaux Gravel Loop – RideWithGPS

2. 35 km: The Duntroon Highlands Ride

A moderate challenge with a mix of pavement and gravel, this route heads south of town and loops through the base of the Niagara Escarpment. Expect more elevation and some of the most beautiful views in the region.

• Distance: 35.5 km

• Surface: Mixed road and gravel

• Ride it here: Duntroon Highlands Ride – RideWithGPS

3. 50+ km: The Creemore Gravel Classic

For those looking to earn their après wine, this 56 km loop combines rolling climbs, long gravel stretches, and a perfect mid-ride coffee stop in Creemore. Fairgrounds Road on the way back will test your legs—and reward you with stunning views.

• Distance: 56.1 km

• Surface: Gravel & paved

• Ride it here: Creemore Gravel Classic – RideWithGPS

Want More Cycling Routes in Ontario?

These routes are just the beginning. For a full map of cycling options across South Georgian Bay—including longer loops, beginner-friendly paths, and scenic climbs—check out Cycle Simcoe’s South Georgian Bay Map. It’s a goldmine of local knowledge and up-to-date route conditions.

Where to Stay: Somewhere Inn Collingwood

At the end of a big day in the saddle, you’ll want a place that feels like a reward. Somewhere Inn Collingwood is a boutique hotel in a beautifully restored century home, designed with outdoor lovers and experience-seekers in mind.

Every room features a king bed, soaker tub, walk-in tile shower, and vintage lounge seating. The vibe is laid-back and elevated, with thoughtful touches everywhere. After your ride, cool down on our lush garden patio or drop by the lobby wine bar for a guided tasting. We also offer free overnight bike storage for guests, so your gear stays safe while you rest up.

Book your stay, bring your bike, and ride somewhere unforgettable.