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Routes
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United States
Massachusetts
Berkshire County

Pittsfield

The best cycling routes around Pittsfield

4.6

(8)

180

riders

30

rides

Looking for the best cycling routes around Pittsfield? On this page, we bring you the best bike rides around Pittsfield so you can just get out and go. All you’ve got to do is choose your route!

Last updated: November 29, 2025

5.0

(4)

68

riders

1. Ashuwillticook Rail Trail Head loop from Lanesborough

42.0km

02:30

270m

270m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

8

riders

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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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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