5K Races in Annapolis, Maryland 2026 — MyNextRace

There are 4 5K races in Annapolis, Maryland in 2026. The next is the RTB Fair Winds 5k/Fun Run on October 24.

Sat, Oct 24 · Annapolis, MD Annapolis

Virtual 4th Annual 5K/Fun RunRTB Fair Winds Virtual 5k/Fun Run

From $15 Open

Thu, Nov 26 · Annapolis, MD Annapolis

Road Turkey Trot 5K

From $50 Closed

Sun, Nov 29 · Annapolis, MD Annapolis

Road St. Mary's Boys Basketball Annual 1-Mile Fun RunSt. Mary's Boys Basketball Annual 5K Run

From $30 Open

Sat, Dec 5 · Annapolis, MD Annapolis

Road 3K Walk5K Run

From $50 Open

5K Races in Annapolis, Maryland