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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 18 exciting races in the area. Check out our detailed list below to find your next local race.

September 2026
Sep
12
Sa

Shawangunk Ridge Trail Run (SRT)

Trail Run 13 mi 30 mi 70 mi
Sep
13
Su

Macedonia Trail Race

Trail Run 12 km 25 km 50 km
Sep
27
Su

Gardiner Dump Run

Trail Run 5 km 10 km
October 2026
Oct
4
Su

Highlander Heavy Half

Trail Run 14 mi
Oct
17
Sa

HHNC Meadows & Trails 5K

Trail Run 5 km
Monthly updates for Marlboro

Get new running races (and updates) in your inbox every month.
Oct
25
Su

Run The Farm - Katonah

Trail Run 5 mi
Oct
25
Su

Castle to River Run

Trail Run 5 km Half Marathon
Oct-Nov
31-1
Sa - Su

Fall Back Into The Trails Series

Trail Run 10 km 50 km 100 km
November 2026
Nov
26
Th

Thanksgiving Turkey Trot - Shenorock

Trail Run 5 km
Nov
29
Su

Rob's Trail Run

Trail Run 5 km
April 2027
Apr
3
Sa

Big Bear Squatch North

Trail Run 10 km 13 mi
Apr
24
Sa

Squatchywaska Mountainfest

Trail Run 10 mi 25 km
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
2
Su

Breakneck Point Trail Runs

Trail Run 15 mi 27 mi
May
16
Su

Run like the Wind 5K - Ellenville

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
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