Annapolis

Trail Running Calendar near Annapolis 2026-2027

Explore the top trail runs near Annapolis for 2026-2027! We've gathered 23 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

Trail Running Calendar United States

January 2027

Jan

Little Patuxent River Half Marathon

Columbia | 25 mi from Annapolis

Trail Run 3 mi 7 mi ... 13 mi 16 mi

Trail races in Columbia MD along the Little and Middle Patuxent rivers, featuring half marathon, 10K and 5K courses that start and finish at the Guilford Pratt Truss Bridge.

March 2027

Mar

St. Patrick's Half & Marathon

Washington | 30 mi from Annapolis

Trail Run Half Marathon Marathon

St. Patrick’s Half and Marathon in Georgetown on March 14, 2027 features races along the C&O Canal path, a Boston qualifying full marathon and multiple virtual options.

May 2027

May

Potomac River Run Marathon

Washington | 30 mi from Annapolis

Trail Run Half Marathon Marathon

Marathon and half marathon on the C&O Canal Towpath at Fletcher's Cove in Washington DC on May 1, 2027, featuring a mostly crushed gravel out and back course with river views.