Upcoming Road Cycling Races in Maryland

Endurance Grid lists 12 road cycling races in Maryland, from September to November 2026 across 12 cities.

12
Races
12
Cities

Road Cycling Races in Maryland

The road cycling race calendar in Maryland is busiest in October, September, and November.

What road cycling is

Road cycling events cover a wide range of formats — from non-competitive gran fondos and century rides to closed-course criteriums, time trials, and road races. What they share is sustained effort over a long distance on a bike, usually on paved roads.

Many events offer several distance options at the same venue, so you can pick the route that matches you. Beginner-friendly gran fondos make a welcoming entry point.

Frequently Asked Questions

How many road cycling races are in Maryland?
Endurance Grid's Race Calendar lists 12 upcoming road cycling races in Maryland across 12 cities, from September to November 2026.
What road cycling distances are offered in Maryland?
Road cycling races in Maryland include 100+ mi, 25–50 mi, 50–100 mi, Century, Gran Fondo, Metric Century, and Under 25 mi distances.
When is road cycling season in Maryland?
Road Cycling season in Maryland runs spring through fall. Of the upcoming road cycling races on Endurance Grid's Race Calendar, the most are in October and September.
Which Maryland cities have road cycling races?
Road cycling races in Maryland are held in California, Centreville, Cockeysville, Crownsville, Dickerson, Elkridge, Halethorpe, Havre De Grace, Hyattsville, and Mt. Airy, plus 2 other cities.

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