Come and bicycle Great Barrington
When it comes to road cycling, Great Barrington and the surrounding area are some what of a hidden gem (SHHH don't tell anyone). If I was to tell anyone where they should ride their bike around Southern Berkshire county, I would direct them to this website page! Check out the links below for some great on road cycling routes.
If you are looking to go on on a bicycle ride on a rail trail, or you don't want to ride on the road with cars. Here are a few local routes for you...
20 mile Alford loop
30 mile ride to Southfield and back
25 Ashley falls and back
28 mile Hillsdale and back
16 mile Egremont and back
35 mile Tyringham loop
29 mile Lenox Mountain loop
25 Lake Buel loop
20 mile 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.
30 mile - 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!
25 mile - 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.
28 mile - Ride to Hillsdale and back
Wow, great ride to NY state and back.
17 mile - Egremont loop
Go do the Egremont loop!
29 mile - Tyringham loop
Go check out the infamous WALL OF PAIN
30 mile - Lenox mountain loop
Riding north from the Great Barrington shop, up rte 183 to Lenox Mountain. Up and over into Richmond, winding into West Stockbridge and down East road in Alford.
24 mile - Lake Buel loop
Ride out from the GB shop towards Ski Butternut, turn right down Lake Buel Rd. As you roll through New Marlboro, be sure to stop at mile marker 10.3 to check out Umpachene Falls and cool off in the water. Once you get into Sheffield the hills mellow out and the rest of the ride is pretty mellow as you navigate up Boardman St.
Come and cycle Pittsfield
Pittsfield is home to some of the best on road AND off road cycling in the Berkshires.
If you are looking to go on on a bicycle ride on a rail trail, or you don't want to ride on the road with cars. Here are a few local routes for you...
31 mile Stephentown loop CCW
34 mile Ride to Canaan, NY and back
35 mile Lee and Washington MTN loop
25 mile Pittsfield Loop
33 mile - Lee and Washington loop
Ride to Lee and come back through Washington
25 mile - Pittsfield loop
Clockwise loop leaving from the Pittsfield Berkshire Bike and Board location. Passes by Onota Lake, Pontoosuc Lake, and Cheshire Reservoir. Rides on the Ashuwillticook rail trail for a few miles.
Come and cycle Hudson
Wether you are looking for some on road cycling, some rail trail cruzing, or a nice singletrack ride in the woods. Hudson has some great offerings, Check out our recommended routes below.
17 mile Hudson south loop
21 mile Hudson North route
Ride the railtrail
Mountain Bike Hudson
17 mile - Hudson South route
Leaving from our Hudson location going south.
Greenport Conservation Area MTB trails
7 minute drive and 10 minute ride from our Hudson location. Mountain biking for all levels.
Local rail trails and car free bike rides!
Ashuwillticook Rail Trail
13 mile rail trail runs from Pittsfield to Adams with amazing Berkshire vistas.
Harlem Valley Rail Trail
26 miles of paved rail trail, the southern most part starts in Wassaic NY and runs north to Copake NY.
Empire State Trail Hudson
26 miles of paved rail trail, the southern most part starts in Wassaic NY and runs north to Copake NY.
Ride from our Hudson location to rail trail