Cycling Road Cycling in the Berkshires
Cycling enthusiasts visiting the bucolic Berkshires have a plethora of options to explore. The region's terrain offers exhilarating challenges and breathtaking vistas. Cyclists can explore charming towns, tackle steep climbs, and relish the stunning beauty of Western Massachusetts. Scroll down for links to Berkshire rides on mountain biking and road biking apps.
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- Public Land
- Private Land
- Bus Route
- Cycling Trail
What to know before you go
Ride with GPS: View a presorted list of Routes in Berkshire County on Ride with GPS.
Strava: View a selection of segments in Berkshire County on Strava (login required).
Trailforks: View Berkshire County mountain bike trails on Trailforks.
Please visit our SAFETY TIPS page before heading out to enjoy the Berkshires!
Clubs, Retail & Rentals
Looking to meet up with others for team sports or group activities? Check out our list of clubs, guides and leagues in the Berkshires on the Resources page. Our list of summer camps will help you plan an overnight or day camp adventure for your young ones.
We also link to an array of outdoor recreation retail shops for gear and rental facilities for equipment on the Gear page.
