BEST CYCLING AND BIKE TOURING ROUTES IN WINDSOR

Why Windsor is great for cycling

Windsor might be famous for being Canada’s southernmost city or for its proximity to Detroit, but it’s also one of the most bikeable cities in Ontario. With over 200 km of trails, paths, and bike-friendly routes, Windsor rolls out the red carpet for cyclists — especially those on vacation looking to soak in lakeside vibes without the stress.

The city’s mostly flat terrain means you won’t be gasping up hills. And the paths? Well-maintained, signed, and surprisingly peaceful for a city of this size. You’ll pass through parks, hug the shoreline, and zip between neighbourhoods without needing to hop off your bike.

Why you’ll love biking here:

• Over 200 km of bike lanes and multi-use trails

• The scenic Detroit River shoreline ride

• Connected park systems and waterfront greenways

• Access to restaurants, rest stops, and cool landmarks

• Ideal for beginner and intermediate riders

Whether you’re riding a touring bike, a hybrid, or even renting an e-bike locally, Windsor delivers relaxed pedalling, great views, and a solid cycling infrastructure to back it all up.

Top Windsor cycling routes

Now let’s dive into the real reason you’re here — Windsor’s best bike touring routes. From riverfront rides to loops through historic neighborhoods, there’s a route for every mood and mileage goal.

1. Windsor Riverfront Trail

This is Windsor’s signature route — a beautiful, uninterrupted trail that runs for about 8 km along the Detroit River. It’s paved, flat, and packed with great spots to stop and take in the skyline views, gardens, and public art installations.

• Length: ~8 km (one way)

• Surface: Fully paved

• Skill level: All levels

• Highlights: Sculpture Park, Dieppe Gardens, Ambassador Bridge views

Pro tip: Do this ride during golden hour — the sunset behind Detroit’s skyline is unbeatable. Perfect for families, couples, or a chill solo spin.

2. Ganatchio Trail

This 8 km multi-use path winds through the city’s east end, connecting scenic residential zones, parks, and wetlands. It’s peaceful, shaded, and makes a great out-and-back loop if you’re looking to stretch your legs a bit further.

• Length: ~8 km (one way)

• Surface: Paved and smooth

• Skill level: Beginner to intermediate

• Highlights: Riverside Drive East, Sandpoint Beach, Lakeview Park

It connects nicely with the Little River Corridor, so you can combine routes for a longer 20+ km circuit through some of Windsor’s most relaxing greenspace.

3. Little River Corridor & Forest Glade Loop

Linking the Ganatchio Trail with Forest Glade’s trail system, this ride offers a fun combo of forest paths, open parks, and cozy neighborhood vibes. It’s great for moderate touring with plenty of places to stop for water or a snack.

• Length: ~12–15 km

• Surface: Paved and packed gravel

• Skill level: Intermediate

• Highlights: Naturalized wetlands, footbridges, local playgrounds

It’s also quieter than the riverfront trail, making it ideal for riders who want a bit more calm and a lot more green.

4. Herb Gray Parkway Trail

One of Windsor’s newest cycling routes, this 17 km trail runs along the massive Herb Gray Parkway and features wide, smooth paths with tunnels, bridges, and excellent signage. It’s great for fitness rides or for those who want to do a longer loop without traffic stress.

• Length: ~17 km

• Surface: Asphalt path

• Skill level: Intermediate to advanced

• Highlights: Windsor’s longest uninterrupted bike path, wildflower meadows, rest stops

If you’re training for a bikepacking trip or just want to keep your legs moving for longer stretches, this one’s your best bet in the city.

Plan your Windsor cycling vacation

Windsor may be laid-back, but a little planning goes a long way if you want to make the most of your two-wheeled holiday. The city’s compact size makes it easy to explore, and there are plenty of bike-friendly cafes, shops, and parks to help you break up your ride.

What to know before you go

• Check the weather: Windsor can get windy and hot in the summer, so early mornings or evenings are ideal.

• Bring layers: Even in summer, lakeside rides can feel cool — pack a light windbreaker.

• Stay hydrated: Most major trails have water fountains, but a bottle or two goes a long way.

• Use the bike map: The City of Windsor offers a digital map with trail info and amenities.

• Watch for wildlife: You might spot ducks, turtles, or even deer along some of the greener trails.

Make it a weekend to remember

Want to extend the fun? Plan a full-day trip from Windsor to LaSalle or even out to Amherstburg using the interconnecting trail systems. You can clock 40+ km in a day without ever needing to bike on a major road. Stop for lunch at a local bakery or explore one of the region’s historic sites along the way.

With good roads, relaxing trails, and tons of riverside charm, Windsor’s got everything you need for a satisfying cycling vacation. Just show up with your bike, and the city does the rest.