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Trail Running Calendar near Stratford 2026-2027

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Explore the top trail runs near Stratford for 2026-2027! We've gathered 36 exciting races in the area. Check out our detailed list below to find your next local race.

December 2026
Dec
5
Sa

Tower Tag Challenge

Trail Run 3 mi
Dec
12-13
Sa - Su

SRC Presents: a Backyard Ultra

Trail Run 4 mi
Dec
19
Sa

Frosty Forest 5K

Trail Run 5 km
March 2027
Mar
6
Sa

King of the Hill

Trail Run
Mar
20
Sa

Enchanted Forest Ultra Run

Trail Run 50 km
Monthly updates for Stratford

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April 2027
Apr
4
Su

Sleeping Giant Trail Runs

Trail Run 25 km 50 km
Apr
4
Su

John Jay Community Trail Race

Trail Run 5 km
Apr
10
Sa

Run for the Rescue 5K Trail Run/Walk

Trail Run 5 km
Apr
24
Sa

Lake Mohegan Women's Trail Race

Trail Run 5 km 10 km
Apr
25
Su

Leatherman's Loop

Trail Run 10 km
May 2027
May
8
Sa

Camp Mountain Laurel Color Run & Trail Run

Road Race Trail Run 5 km
May
22
Sa

NSRF Long Island Lemonade Trail 5K

Trail Run 5 km
May
23
Su

Spring Run the Farm

Trail Run 5 mi
June 2027
Jun
6
Su

Fire Tower Trail Races

Trail Run 10 km 13 mi
August 2027
Aug
7
Sa

Running Wild at Wildwood Trail 2.5 Mile Trail Run/Walk

Trail Run 3 mi
Aug
9-14
Mo - Sa

Step Up for the Brave

Urban Trail 90 min
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