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Running Calendar near Leonardtown 2025-2026

Monthly updates for Leonardtown

Get new running races (and updates) in your inbox every month.

Explore the top running races near Leonardtown for 2025-2026! We've gathered 27 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons
January 2026
Jan
31
Sa

Dahlgren Trail Half Marathon

Trail Run 13 mi
February 2026
Feb
14
Sa

Hot for Chocolate 5K - Saint Leonard

5 km
Feb
28
Sa

Saint Marys Lake Trail Series

Trail Run 17 km 34 km 50 km
March 2026
Mar
15
Su

Shamrock 5K Run

5 km
Mar
21
Sa

Bay One Beer Mile Relay

Mar
21
Sa

Pollinator Dash

5 km 10 km
Mar
22
Su

Miocene Epic Endurance Challenge

Backyard Ultra 5 mi
April 2026
Apr
4
Sa

Sheetz-To-Sheetz Trail Run

Trail Run 14 mi
Apr
11
Sa

Run the Vineyards - Ingleside Vineyards 8K

5 km 8 km
Apr
25
Sa

Steve 5K

5 km
May 2026
May
2
Sa

Run For the Kids

5 km
May
2
Sa

Run the Vineyards - Running Hare 5K

5 km
May
2
Sa

Festival for the Brave 5k

5 km
May
2
Sa

May the Forest Be With You

5 km
May
2
Sa

Sole Circle - Solomons Island 5k

5 km
May
9
Sa

Shatter the Stigma 5K

5 km
June 2026
Jun
21
Su

Colonial Beach Triathlon

Triathlon
Jun
21
Su

Run to the Taproom 5K

5 km
August 2026
Aug
1
Sa

Neon Nights 5K

5 km
Aug
8
Sa

3H Trail Half Marathon - King George, VA

Backyard Ultra Half Marathon 50 km