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 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
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
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
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
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
This 14 mile loop to Natural Bridge from the Maple Terrace Motel in Williamstown Massachusetts starts out with a nice climb and a view back into the town along Notch Road before dropping back down to North Adams. We ride through town, then into the extraordinary Natural Bridge State Park. Our return is on North… Continue reading Natural Bridge from Williamstown
One of my favorite rides from Williamstown MA heads north across the state line to Bennington Vermont. A good starting point is the Public Library in Williamstown. Rt. 7 offers a wide shoulder with a steady easy climb to North Pownal. Route at RideWithGPS View and print cue sheet View and print map GPX file… Continue reading Williamstown – Bennington cycling loop
This ride heads south on the Ashuwillticook Rail Trail from its northern terminus at the Adams Massachusetts visitors center, and heads south 10 miles to Lanesboro.Here we leave the trail for a great mix of rolling hills, climbs and descents on quiet back roads back to Adams. Total of 1875 ft. of climb over 31 miles.… Continue reading Adams MA Ashuwillticook Hill Climb
Pete Salomone suggested this as one of the best cycling loops in northwestern Connecticut. The ride originates in Pleasant Valley near Winsted CT, at Peoples StateForest. It start out along the river for a short distance, then continues across the Massachusetts state line to Sandisfield State Forest. There are 2900 ft. of climb over 45… Continue reading Sandy Brook Ride
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