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Upcoming Races Near Leonardtown, MD - Matching: Trail Races

Harbor Heroes 5K/10k

Oxon Hill, MD

Saturday, November 8th, 2025

Featured

5K

10K

Trail

View details for race Harbor Heroes 5K/10k

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14th Annual Spend Yourself® 5K Run/3K Walk

Falls Church, VA

Sunday, November 9th, 2025

5K

Trail

View details for race 14th Annual Spend Yourself® 5K Run/3K Walk

2025 Georgetown Half Marathon

Washington, DC

Saturday, November 15th, 2025

Half

Trail

View details for race 2025 Georgetown Half Marathon

Salute to Veterans 5K/10K/Half Marathon - Metr...

Springfield, VA

Sunday, November 16th, 2025

5K

10K

Half

Trail

View details for race Salute to Veterans 5K/10K/Half Marathon - Metro Washington DC

Friends of Westmoreland State Park Gobble Wobbl...

Montross, VA

Saturday, November 22nd, 2025

5K

Trail

View details for race Friends of Westmoreland State Park Gobble Wobble 5K Fun Run

Fall Backyard Burn Trail Run - Laurel Hill

Lorton, VA

Sunday, November 23rd, 2025

10 Miles

Trail

View details for race Fall Backyard Burn Trail Run - Laurel Hill

OLD TOWN RUN CLUB JINGLE BELL 5K

Alexandria, VA

Sunday, December 7th, 2025

Trail

View details for race OLD TOWN RUN CLUB JINGLE BELL 5K

Naptown Half Marathon & 10K/5K

Annapolis, MD

Saturday, December 20th, 2025

Half

10K

5K

Trail

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

Dahlgren Trail Half Marathon

King George, VA

Saturday, January 31st, 2026

Half

Trail

View details for race Dahlgren Trail Half Marathon

Hot Chocolate 5K

Stevensville, MD

Sunday, February 15th, 2026

5K

Trail

View details for race Hot Chocolate 5K

Tree of Life 10K, 5K & Pioneer 1 Mile and 1/2 M...

Fredericksburg, VA

Sunday, March 22nd, 2026

10K

5K

1 Mile

Trail

View details for race Tree of Life 10K, 5K & Pioneer 1 Mile and 1/2 Mile Race

Belle Haven 10K

Alexandria, VA

Sunday, March 22nd, 2026

10K

Trail

View details for race Belle Haven 10K

Sheetz-to-Sheetz Trail Run

King George, VA

Saturday, April 4th, 2026

Trail

View details for race Sheetz-to-Sheetz Trail Run

STEVE 5K

White Plains, MD

Saturday, April 25th, 2026

Trail

View details for race STEVE 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

3H Trail Half Marathon

King George, VA

Saturday, August 8th, 2026

Half

Trail

View details for race 3H Trail Half Marathon

3H Trail Half Marathon + DHRT 50K

King George, VA

Saturday, August 8th, 2026

Half

Ultra

Trail

View details for race 3H Trail Half Marathon + DHRT 50K

Explore more in Leonardtown, MD

Distances:

5K 10K Half Marathon Marathon

Months:

November December January

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Maryland races

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