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Trail Running Calendar near West Islip 2026-2027

Monthly updates for West Islip

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

Explore the top trail runs near West Islip for 2026-2027! We've gathered 15 exciting races in the area. Check out our detailed list below to find your next local race.

July 2026
Jul
11
Sa

Pinky’s Rock n Rolla

Trail Run 4 mi
August 2026
Aug
8
Sa

Running Wild at Wildwood Trail 2.5 Mile Trail Run/Walk

Trail Run Walk 3 mi
Aug
13
Th

Trail Night NYC

Trail Run 4 mi
Aug
29
Sa

Dirty Dozen 50k

Trail Run 50 km
October 2026
Oct
9-12
Fr - Mo

Tesla Hertz Run

Trail Run 10 mi 50 km ... 100 mi 150 mi
Oct
11
Su

Paine to Pain Trail Half Marathon

Trail Run 13 mi
Oct
11
Su

NSRF Great Pumpkin Dash Trail 5K

Trail Run Walk 5 km
Oct
17-27
Sa - Tu

Suffolk County Marathon

Road Race Trail Run Walk 5 km 10 km ... 26 mi 29 mi
November 2026
Nov
14
Sa

NSRF Long Island Turkey Trail Trot 5K

Trail Run 5 km
December 2026
Dec
12-13
Sa - Su

SRC Presents: a Backyard Ultra

Trail Run 4 mi
March 2027
Mar
28
Su

NSRF 4-Leaf Clover 5K Trail

Trail Run 5 km
April 2027
Apr
3
Sa

NSRF The Bunny Trail 5K

Trail Run 5 km
Apr
10
Sa

Run for the Rescue 5K Trail Run/Walk

Trail Run Walk 5 km
May 2027
May
22
Sa

NSRF Long Island Lemonade Trail 5K

Trail Run Walk 5 km
June 2027
Jun
12
Sa

Tough Cookie 5K

Trail Run Walk 5 km
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