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Upcoming Races Near Leonardtown, MD - Matching: Trail Races

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St. Anselm's Family 5k

Washington, DC

Saturday, September 20th, 2025

5K

Trail

View details for race St. Anselm's Family 5k

Run the Vineyards - Wind Vineyards 5K

Tappahannock, VA

Saturday, September 27th, 2025

5K

Trail

View details for race Run the Vineyards - Wind Vineyards 5K

Run to the Taproom - Creekside Farm Brewery 5K ...

King George, VA

Sunday, September 28th, 2025

5K

Trail

View details for race Run to the Taproom - Creekside Farm Brewery 5K & 8K

2025 Georgetown Half Marathon

Washington, DC

Saturday, October 4th, 2025

Half

Trail

View details for race 2025 Georgetown Half Marathon

Friends of the Poor 5K Walk/Run & Kiddy-K

Owings, MD

Saturday, October 4th, 2025

5K

Trail

Fast

View details for race Friends of the Poor 5K Walk/Run & Kiddy-K

Howlin' Coyote 10k Canicross Trail Race

King George, VA

Saturday, October 4th, 2025

10K

1 Mile

Trail

View details for race Howlin' Coyote 10k Canicross Trail Race

Stride for Change 5K: Domestic Violence Awarene...

Mechanicsville, MD

Saturday, October 11th, 2025

Trail

View details for race Stride for Change 5K: Domestic Violence Awareness Race

King George Fall Festival 10k/5k/1 Mile Fun Run

King George, VA

Saturday, October 11th, 2025

10K

5K

1 Mile

Trail

View details for race King George Fall Festival 10k/5k/1 Mile Fun Run

Dead Man's Run 5K

Washington, DC

Sunday, October 12th, 2025

5K

Trail

View details for race Dead Man's Run 5K

North Point Fright Night 5K & Haunted Trail

Waldorf, MD

Saturday, October 25th, 2025

5K

Trail

View details for race North Point Fright Night 5K & Haunted Trail

We Got Your Six Running Festival

White Plains, MD

Sunday, November 2nd, 2025

10K

Half

Marathon

Trail

View details for race We Got Your Six Running Festival

Harbor Heroes 5K

Oxon Hill, MD

Saturday, November 8th, 2025

5K

Trail

View details for race Harbor Heroes 5K

13th Annual Spend Yourself® 5K Run/3K Walk

Falls Church, VA

Sunday, November 9th, 2025

5K

Trail

View details for race 13th Annual Spend Yourself® 5K Run/3K Walk

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

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

Hot Chocolate 5K

Stevensville, MD

Sunday, February 15th, 2026

5K

Trail

View details for race Hot Chocolate 5K

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

Heppe Chiropractic 15K & 5K

Fredericksburg, VA

Saturday, May 23rd, 2026

15K

5K

Trail

View details for race Heppe Chiropractic 15K & 5K

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

3H Trail Half Marathon

King George, VA

Saturday, August 8th, 2026

Half

Trail

View details for race 3H Trail Half Marathon

Explore more in Leonardtown, MD

Distances:

5K 10K Half Marathon Marathon

Months:

September October November

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Maryland races

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