How many cycling events are coming up in Williamsburg, VA?
Williamsburg, VA has 2 upcoming events listed, from Sat, August 8, 2026 through Sat, October 17, 2026. The next one is CDR SuperHero Trike Trek and Community Day in Williamsburg.
Virginia · Ride calendar
Cycling Events in Williamsburg, Virginia
Upcoming cycling events in and near Williamsburg, Virginia: road, gravel, fondos and rides, with dates, entry fees, maps, and local bike shops.
2 upcoming events · more across Virginia
By the numbers
Standouts in Town
The Williamsburg events that stand out on the numbers alone: the soonest start, the lowest listed entry, and the most route options.
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Bike Shops in Williamsburg
The easiest way to a start line is a shop that knows your bike. These Williamsburg shops are listed free — addresses, websites, and phone numbers included.
Browse all Williamsburg bike shops →How 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 Williamsburg
What does it cost to enter a ride in Williamsburg, VA?
Listed entry fees currently run from $0 to $24, depending on the event and route. Check each registration page for current fees and deadlines.
What kinds of rides are on the Williamsburg, VA calendar?
The current listings break down as 1 road, 1 organized rides (events can carry more than one format on the day).
When is the busiest month for cycling events in Williamsburg, VA?
August 2026 is currently the busiest month on the Williamsburg, VA calendar with 1 listed event.