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Upcoming Races Near Annapolis, MD - Matching: Trail Races

Naptown Half Marathon & 10K/5K

Annapolis, MD

Saturday, December 20th, 2025

Featured

Half

10K

5K

Trail

View details for race Naptown Half Marathon & 10K/5K

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Little Patuxent River Half Marathon, 10K & 5K

Columbia, MD

Saturday, January 31st, 2026

5K

10K

1 Mile

Trail

View details for race Little Patuxent River Half Marathon, 10K & 5K

Froggy Hollow 5 & 9 presented by Altra

Clarksburg, MD

Saturday, February 7th, 2026

Trail

View details for race Froggy Hollow 5 & 9 presented by Altra

Hot Chocolate 5K

Stevensville, MD

Sunday, February 15th, 2026

5K

Trail

View details for race Hot Chocolate 5K

Belle Haven 10K

Alexandria, VA

Sunday, March 22nd, 2026

10K

Trail

View details for race Belle Haven 10K

Bull Run Run 50 Miler

Clifton, VA

Saturday, April 4th, 2026

Ultra

Trail

View details for race Bull Run Run 50 Miler

Springburst 10K & Kids One-Mile Fun Run

Glenn Dale, MD

Saturday, April 18th, 2026

10K

1 Mile

Trail

View details for race Springburst 10K & Kids One-Mile Fun Run

STEVE 5K

White Plains, MD

Saturday, April 25th, 2026

Trail

View details for race STEVE 5K

Healthy Strides 5K 10K

Fairfax Station, VA

Saturday, May 2nd, 2026

5K

10K

Trail

View details for race Healthy Strides 5K 10K

Catch Me If You Can 5K

Bel Air, MD

Saturday, May 16th, 2026

5K

1 Mile

Trail

View details for race Catch Me If You Can 5K

2026 Capitol Hill Classic 10K, 3K, and Fun Run

Washington, DC

Sunday, May 17th, 2026

10K

Trail

View details for race 2026 Capitol Hill Classic 10K, 3K, and Fun Run

Run the Vineyards - Harvest Ridge Winery 5K

Marydel, DE

Saturday, June 20th, 2026

5K

Trail

View details for race Run the Vineyards - Harvest Ridge Winery 5K

ASICS Independence Day 4-Miler presented by Ind...

Bel Air, MD

Sunday, July 5th, 2026

Trail

View details for race ASICS Independence Day 4-Miler presented by Independent Brewing Company

ASICS Independence Day 4 Miler presented by Ind...

Bel Air, MD

Sunday, July 5th, 2026

Trail

View details for race ASICS Independence Day 4 Miler presented by Independent Brewing Company EARLY BIRD REGISTRATION (2026)

Catch-A-Pig 5K & 1K Bacon Stroll

Bel Air, MD

Sunday, August 16th, 2026

5K

Trail

View details for race Catch-A-Pig 5K & 1K Bacon Stroll

The Kingdom Run 5K

Bel Air, MD

Saturday, September 12th, 2026

5K

Trail

View details for race The Kingdom Run 5K

Explore more in Annapolis, MD

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Maryland races

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