How many cycling events are coming up in Massachusetts?
Massachusetts has 1 upcoming listed event: Live Like Scott Event in Hampden on Sat, September 19, 2026.
Massachusetts · Ride calendar
Cycling Events in Massachusetts
Massachusetts gives you two riding worlds. West in the Berkshires the roads climb long and wooded through hill towns, while out on Cape Cod it flattens to sandy, breezy lanes and one of the best rail trails in the Northeast.
In between it’s classic New England: stone walls, short punchy climbs, and traffic you learn to route around. Fall is the headline act, and winter sends most people indoors for a stretch.
1 upcoming event · 1 organized rides
By the numbers
Standouts in the State
The Massachusetts events that stand out on the numbers alone: the soonest start, the lowest listed entry, and the most route options.
Rides by City in Massachusetts
Soonest Rides in Massachusetts
1 totalHow we build these listings: Event counts, dates, and fees are computed from live registration listings (synced nationally from the RunSignup/BikeSignup platform), deduplicated and filtered to cycling disciplines. We list what is verifiably open for registration — not every ride that exists. Last updated July 19, 2026.
Common Questions About Riding in Massachusetts
What does it cost to enter a ride in Massachusetts?
Listed entry fees currently start at $0. Check each registration page for current fees and deadlines.
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