Running Races in Annapolis, Maryland 2026 | Browse All Races | My Next Race

There are 12 running races in Annapolis, Maryland in 2026. The next is the "Copper the Bloodhound's K9 Mile RUCK/Walk" Benefitting Chesapeake K9 Fund on June 6. Distances include 5K races, 10K races.

"Copper the Bloodhound's K9 Mile RUCK/Walk" Benefitting Chesapeake K9 Fund

Sat, Jun 6 · Annapolis, MD Annapolis

Copper the Bloodhound's K9 Mile Ruck

From $30 Open Closing Soon

Annapolis Striders John Wall Memorial One Mile Track Run

Sat, Jun 27 · Annapolis, MD Annapolis

Road Annapolis Striders John Wall Memorial One Mile Track Run

From $15 Open

Annapolis Striders Women's Distance Festival 5K & Run After The Women 5K

Sat, Jul 11 · Annapolis, MD Annapolis

Road Women's Distance Festival 5KWomen's Distance Festival 5KRun After The Women 5K +1

From $22.5 Open

Annapolis 10 Mile Run

Sun, Aug 30 · Annapolis, MD Annapolis

Road Ten Mile Run

From $65 Open Closing Soon

9/11 Heroes Run - Annapolis

Sun, Sep 13 · Annapolis, MD Annapolis

Road Brendan Looney Loop (1-Mile)5K Run5K Ruck

From $21 Open

The Peake Run- Our Big Ducking 60th Anniversary Run at the Maryland Seafood Festival

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

Bay Bridge Paddle

Sun, Sep 13 · Annapolis, MD Annapolis

Triathlon The Soft Shell KayakThe Soft Shell SUPSoft Shell SUP plus 1 mile beach run +15

From $50 Open

Annapolis RUN for The Light House

Fri, Sep 18 · Annapolis, MD Annapolis

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

From $25 Open 32 spots left

Bay Bridge Run

Sun, Nov 8 · Annapolis, MD Annapolis

Virtual 2025 10K Virtual Run*10K- Charity RegistrationVirtual 10K- Charity Registration +10

From $0 Open Closing Soon

Bay Bridge Walk/Run for a Cause - Walk the Walk Foundation

Sun, Nov 8 · Annapolis, MD Annapolis

Road 10K - Walk the Walk Participant

From $70 Open Closing Soon

Naptown Half Marathon & 10K/5K

Sat, Dec 19 · Annapolis, MD Annapolis

Road 5K10KHalf Marathon

From $40 Open

Annapolis Running Festival

Sat, Mar 20 · Annapolis, MD Annapolis

Virtual 2026 Virtual 5KVirtual 5K - Charity RegistrationVirtual 5K +27

From $0 Open