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Wellesley

Wellesley

The best running trails around Wellesley

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Running around Wellesley 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 Wellesley—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

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1. Columbia Forest – Columbia Forest loop from Clair Hills

13.3km

01:34

150m

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

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2. Woolwich Reservoir loop from Elmira

8.63km

01:01

20m

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

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3. Laurelwood Park loop from Laurelwood

5.81km

00:37

40m

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

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4. Running loop from Laurelwood

7.93km

00:49

60m

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

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5. Trillium Valley Park – Environmental Reserve loop from Clair Hills

13.2km

01:23

50m

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

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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The best running trails around Wellesley

1. Columbia Forest – Columbia Forest loop from Clair Hills

2. Woolwich Reservoir loop from Elmira

3. Laurelwood Park loop from Laurelwood

4. Running loop from Laurelwood

5. Trillium Valley Park – Environmental Reserve loop from Clair Hills

Most popular routes around Wellesley

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