Breaking News!

It’s come to our attention that you now have the opportunity to enjoy a relaxing bicycle vacation to Massachusetts…without with road trip! The Amtrak “Vermonter" train offers new roll-on service for cyclists, and our start/finish point is 3 miles from the Greenfield, MA, station. Hop on the train in Washington DC, Baltimore, Wilmington, Philly, or NYC, and we’ll pick you up at the station!

We’re Cycle Massachusetts, the Friendliest Ride in the East, and we’re delighted to welcome cyclists for a weekend or a whole week in early August – we cater to all types of schedules. With long, short, and super-short riding options each day, we also cater every riding style. We also believe in having fun off the bike, so we offer delicious meals, nightly happy hours and campfires, and fun activities like skydiving (for real!) and kayaking! We also have a New Rider Reception this year, to make everyone feel welcome. As a woman who has attended solo many times, I will say that it's a very woman-friendly environment on tour.

All friendly cyclists are welcome at Cycle Massachusetts (a benefit for Massbike) – sign up or learn more at!