Running Races in Annapolis, Maryland 2026 | Browse All Races

Sun, Aug 30 · Annapolis, MD Annapolis

Road Ten Mile Run

From $65 Open Closing Soon

Sun, Sep 13 · Annapolis, MD Annapolis

Road Brendan Looney Loop (1-Mile)5K Ruck5K Run

From $21 Open

Sun, Sep 13 · Annapolis, MD Annapolis

Triathlon Soft Shell SUP plus 1 mile beach runSoft Shell Kayak plus 1 mile beach runThe Soft Shell Kayak +15

From $50 Open

Sun, Sep 13 · Annapolis, MD Annapolis

Road One Mile Fun Run/Walk5K RunThe Peake 10K- 6 Miles for 60 Years of the MD Seafood Food +1

From $5 Open

Fri, Sep 18 · Annapolis, MD Annapolis

Virtual 1 Mile Walk (In-Person)5k (In-Person)5K (Virtual) +2

From $25 Open 32 spots left

Sun, Nov 8 · Annapolis, MD Annapolis

Road 10K - Walk the Walk Participant

From $70 Open

Sun, Nov 8 · Annapolis, MD Annapolis

Virtual 2025 10K Virtual Run*Back in Time 2024 Virtual Run10K- Charity Registration +10

From $0 Open

Sat, Dec 19 · Annapolis, MD Annapolis

Road 5K10KHalf Marathon

From $40 Open

Sat, Mar 20 · Annapolis, MD Annapolis

Virtual 2025 Virtual 5KVirtual 5K - Charity RegistrationVirtual 5K +27

From $0 Open

Running Races in Annapolis, Maryland — 2026