Great Barrington to Connecticut

Date and Time

Saturday, July 16, 2022, 10:00AM - 2:00PM


Massachusetts, Berkshires,


Registration is required for this activity.


Back by popular demand, one more Berkshire ride! This challenging 33-mile ride starts in the bustling town of Great Barrington. We will cycle on quiet but hilly roads through Sheffield, Ashley Falls, CT, and S. Egremont with 1,700 feet of total elevation gain. Beautiful views of the Berkshire hills (and some cows). We will sustain an average riding pace of 12-14 mph.

AMC Trip Policy

COVID 19 Information: As of December 1, 2021 AMC requires volunteers be vaccinated or receive a negative PCR test within 72 hours of the start of an event. AMC relies on the honor system for compliance. Participants may be required to wear masks, provide proof of vaccination, or in the alternative a current (within 72 hours) negative PCR test as a condition of attending this event. For your personal safety, you should expect to be in the presence of vaccinated and unvaccinated people in all AMC settings and should make choices about participating accordingly.



Photo of Sheffield Valley


Bicycling - Road

Offered By

Western Massachusetts






Adults (18+)


Janine is Chair of the AMC Western Mass. Bicycling Committee. Prior to starting the AMC Western Mass. Chapter Bicycle Committee, Janine led bicycle trips for the AMC Boston Chapter for two decades. She enjoys planning and leading bike rides, taking AMC members to interesting places in Massachusetts and exploring with them by bike.


Brant is a trip leader for the AMC Western Mass. Chapter Bicycling Committee. Brant has been riding bikes for both pleasure and exercise for as long as he can remember. Starting in the early 2000s, bicycling became Brant's primary outdoor activity (except during winter), and he now rides at least 2500 miles each year. His bike is named Ulysses, inspired by the final line of the poem by Tennyson.