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Cycle Massachusetts

Are you dreaming of an affordable summer adventure?  It’s not too late to sign up for Cycle Massachusetts, the Friendliest Ride in the East! 

It’s during the first full week of August (the 5th through 11th), and you can ride anywhere from 2 to 7 days – it’s up to you!  We explore a different part of Massachusetts each year – this year our start/finish is in Greenfield and we explore the beautiful Connecticut River area all the way up into Vermont and New Hampshire.  There’s plenty of fun available off the bike too, with optional activities like kayaking or skydiving available!  

We welcome everyone from super-mellow cyclists to hardcore cyclists.  We do notice that most of our riders feel like a day of riding isn’t complete without an ice cream stop or a post-ride beer.

All our proceeds go to Massbike and we are their number one donor each year – check us out at! Don’t delay - registration closes on July 15th!

Earlier Event: May 20
Boston Bike Tour
Later Event: September 9
Tour de Streets