Cycle, Hike or Walk along The Caledon Trailway

Caledon Trailway Trail Head Mile 0

Caledon Trailway, according to Ontario Trails, is…

Home of the first Trans Canada Trail Pavilion (in Caledon East) the Trailway follows the path of an abandoned rail line.

The Hamilton & Northwestern Railway built the line in the 1870’s, and was later amalgamated into the Canadian National Railway, to be decommissioned in the 1980’s. The Town purchased the line in 1989.

This was the first officially designated portion of the Trans Canada Trail. At the pavilion in Caledon East you will also find a developing arboretum, extensive gardens, and Caledon’s Walk of Fame. Visit the Town of Caledon’s website here.

The trail is multi-use, for non-motorized uses only.

We started at the trail head located at the end of Brick Lane in Caledon, Ontario.  This is a dead end dirt road and parking is free.  There are other parking spots along the trail which are smaller so it’s best to get there early because the lots fill up fast. 

The 40 km trail is gravel packed and travels through Terra Cotta, Boston Mills, Caledon Country Club, Caledon East, Mono, Albion Hills Conservation Area,  Tottenham Consercvation Area and ends at South Simcoe Railway.

Caledon Trailway Map
Caledon Trailway Tottemham
End of the trail in Tottenham

We stopped half way at 20 km to eat at Four Corner’s Bakery. They have lots of bicycle parking and outdoor seating, fresh pizza, hot table, sweets and of course caffeine!! Their food is DELISH, so I highly recommend Four Corner’s Bakery & Eatery.

There are several road crossings along the way and many places to stop to grab a drink, snack and washrooms.

Caledon Trailway Woodpecker
The work of a WoodPecker
Caledon Trailway AllTrails Map
Our AllTrails Map

Happy adventuring! #getoutside #getoutdoors

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