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Trail Running Calendar near Trumbull 2025-2026

Monthly updates for Trumbull

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

Explore the top trail runs near Trumbull for 2025-2026! We've gathered 13 exciting races in the area. Check out our detailed list below to find your next local race.

March 2026
Mar
29
Su

Sleeping Giant Trail Runs

Trail Run 25 km 50 km
April 2026
Apr
12
Su

John Jay Community Trail Race

Trail Run 4 km 5 km
Apr
12
Su

Farm & Forest All-Terrain 5K

Trail Run 5 km
Apr
25
Sa

Lake Mohegan Women's Trail Race

Trail Run 5 km 10 km 4 hr
Apr
26
Su

Leatherman's Loop

Trail Run 10 km
May 2026
May
3
Su

The Blue 2 Blue Challenge

Trail Run 50 km
May
17
Su

Spring Run the Farm

Trail Run 5 mi
May
24
Su

Mine Hill Half Marathon

Trail Run Half Marathon
August 2026
Aug
1
Sa

Ridge Reaper Trail Runs

Trail Run 25 km 50 km 50 mi
October 2026
Oct
25
Su

Run The Farm - Katonah

Trail Run 5 mi
November 2026
Nov
8
Su

Raven Rocks Run

Trail Run 10 km
Nov
21
Sa

Storybook Half Marathon

Trail Run 13 mi
Nov
26
Th

Soul N Body Thanksgiving Trail Run

Trail Run 4 mi