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Trail Running Calendar near Marlboro 2026-2027

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Explore the top trail runs near Marlboro for 2026-2027! We've gathered 19 exciting races in the area. Check out our detailed list below to find your next local race.

November 2026
Nov
21
Sa

Sargent Elementary Turkey Trot 5K

Trail Run 5 km
Nov
22
Su

Head for the Hilltop 5K

Trail Run 5 km
Nov
22
Su

After the Leaves/Josh Feldt Half Marathon

Trail Run 13 mi
Nov
26
Th

Somers Thanksgiving Turkey Trot

Trail Run 5 km
December 2026
Dec
13
Su

Snowy Owl Trail Race

Trail Run 5 mi
Monthly updates for Marlboro

Get new running races (and updates) in your inbox every month.
April 2027
Apr
3
Sa

Big Bear Squatch North

Trail Run 10 km 13 mi
Apr
18
Su

Try the Trail

Trail Run
Apr
24
Sa

Squatchywaska Mountainfest

Trail Run 10 mi 17 mi
Apr
24
Sa

Sterling Squatch Half Marathon

Trail Run 10 mi 17 mi
May 2027
May
1
Sa

Rock The Ridge

Trail Run 26 mi 50 mi
May
1
Sa

Bear Mountain Trail Challenge

Trail Run 10 km Half Marathon 50 km
May
8
Sa

Breakneck Point Trail Runs

Trail Run Half Marathon 15 mi Marathon 27 mi
May
15
Sa

Millbrook Vineyards Wine Run 5k

Trail Run 5 km
May
16
Su

Run like the Wind 5K - Ellenville

Trail Run 5 km
May
22
Sa

Brooklyn Cider House Spiked Apple 5K

Trail Run 5 km
May
23
Su

Spring Run the Farm

Trail Run 5 mi
July 2027
Jul
14
We

Bowdoin Bushwhack

Trail Run 5 mi
September 2027
Sep
11
Sa

Shawangunk Ridge Trail Run (SRT)

Trail Run 13 mi 30 mi 70 mi
Sep
19
Su

Gardiner Dump Run

Trail Run 5 km 10 km
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