South Berkshire tour from Great Barrington, MA

This weekend tour of the popular Berkshires in western Massachusetts takes you into neighboring Connecticut and New York State. All routes begin from the Windflower Inn near the Great Barrington / South Egremont town line.  Daily Ride options are 30-45 miles, with a nice mixture of a few flat roads, rolling hills and some long steady…

Hoosic River Ride, Aug. 12, 2017

The Hoosic River Ride is a one-day event that benefits the education, research and advocacy programs of the non-profit Hoosic River Watershed Association.   Start locations For 2016, the rides begin at the Hoosac School on Pine Valley Road (Route 103) in Hoosick  NY. Previous year rides (shown below) started at the Southern Vermont College Rec Center in…

Hazon ride, Falls Village, CT

The Hazon Ride & Retreat is a fully-supported ride, fundraiser, and community experience for people of all cycling levels and ages. Spanning Labor Day Weekend and based at the Isabella Freedman Jewish Retreat Center. HAZON RIDE – DAY 1 2014 Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Umpachenee Falls

Great Barrington to Umpachenee Falls

Hidden away near tiny Mill River, Massachusetts is a local gem, a rolling waterfall that starts as rapids about a half mile uphill and opens up to a scenic array of water plunging over rock ledges. This small town park makes a great half day cycling destination from Great Barrington, the largest community in the…

North Shore Cyclists Berkshire ride

Cycling the Berkshires from Lenox, MA

These routes start from the Apple Tree Inn  in Lenox MA. Hancock Shaker Village: Soon after setting out on the 26 mile round trip from Lenox, a short climb over Lenox Mountain yields a panoramic view of Stockbridge Bowl and the craggy face of Monument Mountain. Spend a couple of hours at Hancock Shaker Village, with…