Race Calendar in Maryland, United States near Annapolis

22 Miles to Break Boundaries- 24 Hour Ultra Trail

Annapolis, Maryland, United States

16 May, 2026 (Sat) – 17 May, 2026

$150.00

Trail running

35.4K

Junior Striders by Annapolis Striders

Annapolis, Maryland, United States

18 May, 2026 (Mon) – 25 Jun, 2026

Free

Running

1.6K

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

Annapolis, Maryland, United States

06 Jun, 2026 (Sat)

$30.00

Running

14.5K

Annapolis Striders John Wall Memorial One Mile Track Run

Annapolis, Maryland, United States

27 Jun, 2026 (Sat)

$15.00

Running

1.6K

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

Annapolis, Maryland, United States

11 Jul, 2026 (Sat)

$27.50

Running

5K

Annapolis 10 Mile Run

Annapolis, Maryland, United States

30 Aug, 2026 (Sun)

$80.00

Running

16.1K

Bay Bridge Paddle

Annapolis, Maryland, United States

13 Sep, 2026 (Sun)

$60.00 - $365.00

Paddle sports, Duathlon

14.5K 4.8K 1.6K +14

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

Annapolis, Maryland, United States

13 Sep, 2026 (Sun)

$35.00 - $60.00

Running

10K 5K 1.6K

9/11 Heroes Run - Annapolis

Annapolis, Maryland, United States

13 Sep, 2026 (Sun)

Free - $41.00

Running

5K 1.6K Volunteer

Annapolis RUN for The Light House

Annapolis, Maryland, United States

18 Sep, 2026 (Fri) – 20 Sep, 2026

$25.00 - $93.00

Running, Walking

Half-Marathon 5K 1.6K +1

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

Annapolis, Maryland, United States

08 Nov, 2026 (Sun)

Free - $100.00

Running

10K

Bay Bridge Run

Annapolis, Maryland, United States

08 Nov, 2026 (Sun)

$80.00

Running

10K