Caledon Trailway

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Following the path of an abandoned rail line, purchased by the Town of Caledon in 1989, the 35 kilometre flat trail spans the entire width of Caledon, Ontario. 

cyclingThe trail has become a popular year-round destination for cycling, walking and horseback riding. 

The Caledon Trailway is a popular multi-use trail connecting the villages of Terra Cotta, Cheltenham, Inglewood, Caledon East and Palgrave, ending at Hwy. #9.  It continues into Simcoe County as the Trans Canada Trail (The Great Trail).

Visitors can stop in the villages along the way to refuel with locally sourced food and beverage before exploring some more.

Please note: Motorized transportation (except mobility-assist devices) is not permitted on the trail.


The Caledon Trailway is also part of The Great Trail (formerly known as the Trans Canada Trail) and the Greenbelt Route.

stone memorialFor those who wish to explore additional trails, the Caledon Trailway connects with the Bruce Trail, the Humber Valley Heritage Trail, the Oak Ridges Trail and continues north with the New Tecumseth Trail

There are many outdoor recreation amenities close to the Caledon Trailway.

The start of the Caledon Trailway, at the south-west corner of Caledon, is close to the popular Terra Cotta Conservation Area, that hosts wonderful events, including their popular Maple Syrup Festival.

Two golf courses, Caledon Country Club and Legacy Pines Golf Club, run alongside the trail.

canoeingThe trail connects with Ken Whillans Resource Management Area.  Open April to November, visitors can fish, canoe or kayak.  Rentals available.


Small parking areas are located at many of the trail road crossings.

Larger parking areas can be found at:

  • Ken Whillans Resource Management Area, 16026 Hurontario Street (Hwy. 10)
  • Caledon East Community Complex, 6215 Old Church Road
  • Caledon Equestrian Park, 200 Pine Avenue, Palgrave
  • Lloyd Wilson Arena, 15551 McLaughlin Road, Inglewood

Washrooms and Water

Washrooms and water are available at the Caledon East Community Complex and the Lloyd Wilson Arena in Inglewood Village.


  • Caledon East Community Complex, 6215 Old Church Road, Caledon East
    • Monday to Friday, 8am to 5:30pm
    • Saturday and Sunday, 9:30am to 5:30pm
  • Lloyd Wilson Arena, 1551 McLaughlin Road, Inglewood
    • Monday to Friday, 9am to 5pm
    • Saturday and Sunday, 9am to 11am & 1pm to 4pm
    • If the doors are locked during these times please call the number posted on the front door or flag down a staff person on site.