Annapolis
Trail Running Calendar near Annapolis 2026-2027
Explore the top trail runs near Annapolis for 2026-2027! We've gathered 26 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
A flat, out-and-back marathon and half marathon on the C&O Canal Towpath at Fletcher's Cove on May 1, 2027, with mostly crushed gravel and river views.
A Mother’s Day running event in Georgetown with scenic flat 5 km and 10 km courses along the C&O Canal, chip timing, awards, series points, and a virtual option.
Scenic 5k, 10k and half marathon on the C&O Canal in Georgetown with chip timing, medals, technical shirts, a virtual option, and series points.
Run a scenic out and back half marathon or 5K on the flat gravel paths of the C&O Canal in the heart of Georgetown to benefit Operation Turbo.
June 2027
A half marathon and 5k along the C&O Canal in Georgetown with chip timing, medals, technical shirts, a virtual option, and series points.
July 2027
Flat 5k and half marathon on the Chesapeake and Ohio Canal in Georgetown with chip timing, finisher medals, technical shirts, and a virtual option.