The Town of Caledon has over 260 km of trails available for your use. Get active and find out where you can explore the great outdoors.

View our Trail Map

View our printable trail map. For more information on Caledon Trails, be sure to visit

Please help us keep our trails and pathways clean. Contact us to report concerns or vandalism.

Caledon trails selfie hunt

Let us plan the adventure while you enjoy the journey

Discover the wonders of Caledon by following our suggested walking paths and cycling trails across the Town. Certain to provide fun for all, these self-guided routes will bring you closer to nature and help you discover local hidden gems.

How to participate

As you're walking and cycling on these routes, keep a look out for specific landmarks in the area. When you see one, take a selfie with it, and share it on FacebookTwitter or Instagram (one entry per landmark per social media platform).

Be sure to tag @YourCaledon for a chance to win one of two gift certificates to Caledon Cycle and Fox and Haire - $30 value for each.

Deadline: September 10, 2021.

Suggested paths and routes
List of landmarks 
  • A wooden bridge
  • A neighbourhood park
  • The Great Trail Pavilion
  • A river or creek
  • Cheltenham Brick Works
  • A local General Store or shop
  • A farm or farm field
  • A historic building

The Caledon Trailway

The Caledon Trailway is a multi-use trail that crosses major landscape features in our community, including:

  • The Humber and Credit Rivers
  • The Oak Ridges Moraine
  • Niagara Escarpment

Whether you're walking, riding horseback, cycling, or cross-country skiing, you can enjoy the Trailway.

Using the Trailway

When on the Trailway, make sure that you stay on the marked trail unless you are using a designated side trail.

Please note:

  • If you're cycling, make sure that you give any pedestrians right of way and access on a trail
  • You must yield to horses and riders if you're walking or cycling
  • Your pets must be on a leash and make sure to clean up after them
  • We do not maintain trails during the winter months

Please be courteous at all times and always respect private property. You should signal before turning and stopping. Always provide early warning when meeting others (horn, bell, voice command) on the Trailway.

We do not permit unauthorized motor vehicles on any off-road trail within the Town of Caledon.

The Great Trail

The Great Trail, formerly the Trans Canada Trail, runs from the Atlantic to the Pacific to the Arctic oceans. The Trail links Canadians from many communities over nearly 24,000 kilometres. The Elora-Cataract Trail is part of the Great Trail.

Explore more trails

The Bruce Trail Conservancy follows the Niagara Escarpment from Niagara to Tobermory. Local clubs like the Caledon Hills Bruce Trail Club maintain the trail. Visit the Ontario Trails Council for more information on trails in Ontario.

You can also explore: