How many cycling events are coming up in Maryland?
Maryland has 4 upcoming events listed, from Sat, August 29, 2026 through Sun, November 15, 2026. The next one is C3 Scratch N Denton in Denton.
Maryland · Ride calendar
Cycling Events in Maryland
Maryland packs a lot into a small footprint. The flat Eastern Shore runs out to the Chesapeake, the rolling Piedmont fills the middle, and the western panhandle climbs into real Appalachian country, with the C&O towpath threading gravel miles the whole way.
Pick your day by geography. The shore is about wind and flat pacelines, the west is about climbing, and the middle splits the difference. Few states this size give you that range.
4 upcoming events · 1 road · 1 gravel · 1 organized rides · 1 charity rides
By the numbers
Standouts in the State
The Maryland events that stand out on the numbers alone: the soonest start, the lowest listed entry, and the most route options.
Rides by City in Maryland
Soonest Rides in Maryland
4 total Sat, August 29, 2026 C3 Scratch N Denton Denton, MD From $69 View Event Sat, September 26, 2026 C3 Rolling Donuts ride Centreville, MD From $65 View Event Sat, September 26, 2026 Cycling for Our Heroes Havre De Grace, MD Free entry listed View Event Sun, November 15, 2026 Rockburn Cross – Super Series Elkridge, MD See details View Event
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 Maryland
What does it cost to enter a ride in Maryland?
Listed entry fees currently run from $0 to $69, depending on the event and route. 1 of the 4 listed events hasn't published pricing yet — check the registration page for current fees.
What kinds of rides are on the Maryland calendar?
The current listings break down as 1 road, 1 gravel, 1 organized rides, 1 charity rides (events can carry more than one format on the day).
When is the busiest month for cycling events in Maryland?
September 2026 is currently the busiest month on the Maryland calendar with 2 listed events.
Riding Somewhere Else?
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