Cycling in Berkshire County is one of the most enjoyable ways to explore more of this part of Massachusetts. So you can find your perfect Berkshire County bike ride, we’ve reviewed our full collection of cycling routes in the region to deliver the top 20. Just click on each route to see a full breakdown of detailed information including elevation profiles and surface analyses, and browse real tips and photos uploaded by other members of the komoot community.
Intermediate | 02:33 27.3 mi | |
Expert | 03:45 35.4 mi | |
Expert | 03:41 35.1 mi | |
Expert | 04:55 44.8 mi | |
Expert | 02:58 24.4 mi | |
Expert | 02:58 25.7 mi | |
Easy | 01:28 15.5 mi | |
Easy | 01:03 11.2 mi | |
Expert | 02:02 16.3 mi | |
Expert | 04:19 38.2 mi | |
Expert | 04:05 36.7 mi | |
Expert | 04:21 38.5 mi | |
Expert | 03:54 35.1 mi | |
Expert | 02:21 17.7 mi | |
Easy | 00:59 10.2 mi | |
Expert | 03:51 38.7 mi | |
Expert | 05:22 52.7 mi | |
Expert | 03:49 36.9 mi | |
Intermediate | 02:33 24.2 mi | |
Intermediate | 01:36 14.5 mi |
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Get recommendations on the best single tracks, peaks, & plenty of other exciting outdoor places.
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Our Tour recommendations are based on thousands of activities completed by other people on komoot.
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Didn’t find what you were looking for? Check out more Cycling Routes throughout Berkshire County below and find the perfect Tour in your destination.
Explore more of Massachusetts: Browse the best Cycling Routes in other regions.