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 … Continue reading South Berkshire tour from Great Barrington, MA

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 … Continue reading Hoosic River Ride, Aug. 12, 2017

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

Great Barrington to Umpachenee Falls

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 … Continue reading Great Barrington to Umpachenee Falls

Great Barrington MA -Philmont NY: Tour of Massachusetts

Great Barrington - Philmont ride

Great Barrington  MA to Philmont, NY loops are provided by the Massachusetts State Bike Tour 2016. View the 76 mile ride. 60 mile ride Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Cycling the Berkshires from Lenox, MA

North Shore Cyclists Berkshire ride

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 … Continue reading Cycling the Berkshires from Lenox, MA

Pain in the Mass, Amherst MA August 19, 2017

Pain in the Mass bicycle ride

THE PAIN in the MASS TOUR  was designed to help support The Tyler Foundation and the families affected by epilepsy. 100 miles with 6,337 ft of climbing highlighted by an 11 mile Cat. 2 climb at the midway point of the ride. Pain in the Mass 100 Route 125 miles with 7,625 ft of climbing. … Continue reading Pain in the Mass, Amherst MA August 19, 2017

Cycling around Mt. Greylock

Mount Greylock is the highest mountain in Massachusetts. In addition to the incredible ride over the mountain there is an easier counterclockwise loop around the mountain beginning from the same location at the Williamstown Public Library. Taking back roads through North Adams to Adams, where you'll be on the beautiful Ashuwilticook Rail Trail for a … Continue reading Cycling around Mt. Greylock

Umpachenee Falls

A classic Berkshire ride, starting from the Windflower Inn in Great Barrington, MA but very near the hamlet of South Egremont. It starts out with easy cycling along the flat flood plain of the Housatonic River through Sheffield farmland, then some gentle climbing toward Mill River, a Berkshire hill town, to Umpachenee Falls. On our … Continue reading Umpachenee Falls

Mount Everett Climb

Mount Everett- Bash Bish Falls ride

This is one of the most challenging rides in the Berkshires, with a an ascent of several miles from South Egremont Massachusetts, riding past Mount Everett, the second highest mountain in the state to the tiny hamlet of Mount Washington, riding exactly to the end of paved roads in this corner of the Massachusetts. Here we turn … Continue reading Mount Everett Climb

The New England National Scenic Trail

The 220 mile New England National Scenic Trail in southern New England consists of the Metacomet-Monadnock Trail, Mattabesett Trail and the Metacomet Trail and is better known as the Triple-M Trail. The network starts at Guilford, Connecticut and goes north along the Metacomet Ridge and continues through the Pioneer Valley of Massachusetts to the New … Continue reading The New England National Scenic Trail

Berkshire Cycle Touring

This scenic self-guided week-long tour of the popular Berkshires in western Massachusetts takes you into neighboring Connecticut, Vermont and New York State. These routes begin from the Windflower Inn in Great Barrington, MA and two nights at the Maple Terrace Motel in Williamstown, MA. Daily Ride options are 30-45 miles, with a nice mixture of … Continue reading Berkshire Cycle Touring

Berkshires to Boston (2014 route)

The Berkshires to Boston Bicycle Tour route introduces riders to the best of Massachusetts cycling - lots of peaceful roads, good pavement and magnificent scenery and some fun, urban riding on bike paths, bike lanes and community streets. Riders on the 2013 tour gave high marks to the Berkshires to Boston Tour route. Visit the … Continue reading Berkshires to Boston (2014 route)

Mount Greylock climb

Mount Greylock  at 3491 ft. is the tallest mountain in Massachusetts.. Notch Road from North Adams is the steeper of the two paved roads to the summit, with hairpin turns and some very steep sections in the first half of the climb. I prefer cycling from Williamstown to Lanesborough, then taking the 10 mile ascent on … Continue reading Mount Greylock climb

North Berkshire cycling tour

Based at the Maple Terrace Motel in Williamstown, Massachusetts.Rides are 35-50 miles with terrain varying from the flat Ashuwillticook Rail Trail to the challenging climb over Mount Greylock. Google Map for Maple Terrace Motel. Brodie Mountain / Jiminy Peak Loop with Petersburg Pass extra 7.5 mile option. This ride takes Rt. 7 south to New … Continue reading North Berkshire cycling tour

Becket hill climb

Becket MA to Lenox bicycle ride

A climbing ride in the Berkshires. From Lenox, Massachusetts head east for a few miles on the nice shoulder of Rt. 20, then take local roads to tiny Becket Massachusetts. The route back through New Lenox passes several of the mansions built in the Lenox area during the “gilded age”. View this ride at http://ridewithgps.com/routes/867677 Route at … Continue reading Becket hill climb