How many cycling events are coming up in Vermont?
Vermont has 3 upcoming events listed, from Sat, August 15, 2026 through Sun, September 27, 2026. The next one is The Overland Bike in Brownsville.
Vermont · Ride calendar
Cycling Events in Vermont
Vermont might be the most quietly perfect riding state in the East. Dirt roads outnumber paved ones, the Green Mountains stack up steep gravel gaps, and the whole place is stitched together with quiet lanes past farms and covered bridges.
The seasons run the show. Spring brings mud, winter shuts it down, but summer and especially fall are the stuff of legend. Come with gears low enough for the gaps and tires wide enough for the dirt.
3 upcoming events · 1 gravel · 2 organized rides
By the numbers
Standouts in the State
The Vermont events that stand out on the numbers alone: the soonest start, the lowest listed entry, and the most route options.
Rides by City in Vermont
Soonest Rides in Vermont
3 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 Vermont
What does it cost to enter a ride in Vermont?
Listed entry fees currently run from $35 to $79, depending on the event and route. 1 of the 3 listed events hasn't published pricing yet — check the registration page for current fees.
What kinds of rides are on the Vermont calendar?
The current listings break down as 1 gravel, 2 organized rides (events can carry more than one format on the day).
When is the busiest month for cycling events in Vermont?
September 2026 is currently the busiest month on the Vermont calendar with 2 listed events.
Riding Somewhere Else?
Every state, every event, or a straight search by name and city.