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Trail Running Calendar near Theodore Roosevelt Island 2026-2027

Monthly updates for Theodore Roosevelt Island

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

Explore the top trail runs near Theodore Roosevelt Island for 2026-2027! We've gathered 31 exciting races in the area. Check out our detailed list below to find your next local race.

June 2026
Jun
13
Sa

OSS/CIA 50 Mile Night Run

Trail Run 10 mi 25 mi 50 mi
Jun
27
Sa

Blue Crab Bolt Trail Run

Trail Run 5 km 10 km
Jun
28
Su

MCRRC XC on the Farm

Trail Run 5 km
July 2026
Jul
25
Sa

Blue Crab Bolt Trail Run - Schaeffer Farms

Trail Run 5 km 10 km
August 2026
Aug
1
Sa

Blue Crab Bolt Trail Run - Little Bennett

Trail Run 5 km 10 km
Aug
15
Sa

MD Heat Trail Race

Trail Run 25 km 50 km
November 2026
Nov
7
Sa

Schaeffer Half Marathon and 10K Trail Run

Trail Run 4 mi 7 mi 14 mi
Nov
14
Sa

Rosaryville Veterans Day Trail Race

Trail Run 20 km 50 km
Nov
15
Su

Fall Backyard Burn - Hemlock

Trail Run 5 mi 10 mi
Nov
25
We

Winery at Bull Run Turkey Trot 10k

Trail Run 5 km 10 km
December 2026
Dec
6
Su

Fall Backyard Burn Trail Run - Fountainhead

Trail Run 5 mi 10 mi