Berkshire Bike Routes
Berkshire Road Cycling
Berkshire Gravel Cycling
Berkshire Mountain Biking
Berkshire Rail Trails
Great Barrington Shop Road Routes
Ride to Southfield Store and back
The Southfield Store is a destination not to be missed, great coffee, tasty baked goods and awesome lunch options. Paired with some beautiful quiet roads, this is one of our favorite summer rides!
Just the Alford Loop
Classic 20 mile route from the Great Barrington shop takes you through Alford, beautiful vistas and quiet roads makes this a favorite ride.
GB Shop to Ashley Falls and Back
Relaxing 25 Mile route South to Ashley Falls, over to S. Egremont, and back. Mostly on back roads, some short sections on Rt. 7.
Pittsfield Shop Road Routes
Berkshire Gravel Routes
MTB Routes
Greylock Glen
Greylock Glen’s trail network includes multi-use trails designed to accommodate a wide variety of users with different skills and interests. Greylock Glen also serves as a gateway to the Mt. Greylock State Reservation trail system
Pittsfield State Forest
Pittsfield State Forest is a recreational state park with many mountain bike friendly trails. Oh such fun…woohoo, link is below to Trailforks.
Kennedy Park
Kennedy park has a great network of multi use trails for all skill levels. Beginners should stick to the Green trails within the Kennedy park proper. Advanced MTB'ers will want to send it towards Portuguese, and climb the jeep trail to access Broken Thumb and Bob-T. If you have packed a lunch and dinner, go for The Finger... you have been warned.
