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Canada
Ontario

Caledon

Photo: Kater Carlo

The best running trails around Caledon

4.5

(5)

213

runners

33

runs

Running around Caledon is one of the best ways to explore more of this region. To help you discover the most beautiful places to run, we’ve reviewed our full collection of routes around Caledon—and are proud to present the best running trails. Click on any of the routes for more details and browse real tips and photos uploaded by other runners.

Last updated: October 21, 2025

5.0

(1)

18

runners

1. Island Lake loop from Orangeville

9.67km

01:00

40m

40m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Intermediate

12

runners

Intermediate run. Good fitness required. Mostly accessible paths. Some sure footedness required.

Intermediate
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9

runners

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Intermediate

7

runners

4. Running loop from Erin

11.6km

01:22

170m

170m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Intermediate

7

runners

Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Expert
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Other adventures around Caledon

BT700 — Bikepacking Ontario over three days

Cycling Collection by

Jody Wilson

Most popular routes around Caledon

Cycling around Caledon

Most popular attractions around Caledon

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