This is the Northampton (MA) cycling Club 2009 century from Look Park in Northampton MA. The ride visits the hilltowns of the Berkshires, including Peru, Hinsdale, Cummington, Worthington, Ashfield, Shelburne Falls and Conway, with almost 8000 ft of climb over 99 miles of great country clubs. Start: Look Park, Northampton, MA View the route map… Continue reading Pioneer Valley-Berkshire Century
Description from CTBikeRoutes: This rolling to hilly ride showcases some of the best of southern New England scenery: woods, a great swamp and then the sleepy village of Tyringham. After passing through this classic hamlet there are vistas of the surrounding Berkshires on your way to the well-known town of Stockbridge. After leaving Stockbridge take… Continue reading Sandisfield – Stockbridge Ride
Anyone who has taken Rt. 2 from North Adams to Greenfield knows that the Mohawk Trail is the most beautiful drive in Massachusetts. It’s also an awesome bike ride, but the 30-40 mph descent from the Eastern Summit to Charlemont requires staying in the road, and is best done done early on Sunday mornings to… Continue reading Williamstown Deerfield River Ride
Alford, Stockbridge and West Stockbridge from Great Barrington, Massachusetts This ride starts on Rt. 23 at the Great Barrington - South Egremont town line, starting out with some climbs and rolling hills near North Egremont along the edge of the Taconic Mountains and continuing through tiny Alford to West Stockbridge. Start: Windflower Inn, Rt. 23… Continue reading Great Barrington-Stockbridge Ride
This ride begins at the Windflower Inn on Rt. 23 near the Great Barrington / South Egremont town line. We head west to the foot of the Taconic mountains and then take back roads to North Egremont. From there, Rt. 71 to the New York state line is a straight and scenic a roadway with… Continue reading North Egremont Ride
This scenic ride with 35-50 mile options starts from downtown Great Barrington Massachusetts and heads out of town up "Three Mile Hill. We circle around Lake Buel, then top to check out the Berkshire Fish Hatchery in Hartsville. Continue on to Monterey, MA, and stop for refreshments at the Monterey General Store. The full continues… Continue reading Tyringham bicycle loop
This ride heads south from the Windflower Inn on Rt. 23 near Great Barrington MA on a nice flat road to Sheffield Make sure to stop here to view the oldest covered bridge in Massachusetts (Rebuilt and restored during the 1990's). Continuing south, we ride through very remote farm country to the Twin Lakes that… Continue reading Twin Lakes bicycle ride, Berkshires
Description from CTBikeRoutes: This is a very scenic ride through the beautiful countryside of the Southern Berkshires, passing by farmlands and forests, and quaint country towns. Download Cue sheet. Start: Stop & Shop, Rt. 44,.Canaan, CT Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course
The 2012 Mass Bike Pike Tour is a four day loop, starting in Great Barrington, heading through New York State to North Adams MA, south to Lenox and returning to Great Barrington on the fourth day with some challenging rides. Day 1: Great Barrington to New Lebanon, NY Route at RideWithGPSView and print cue sheetGPX… Continue reading 2012 Mass Bike Pike Tour
Bike New England 