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

March 2026
Mar
29
Su

Heckscher Classic Trail Race

Trail Run 7 mi 14 mi
Mar
29
Su

NSRF 4-Leaf Clover 5K Trail

Trail Run 5 km
April 2026
Apr
4
Sa

NSRF The Bunny Trail 5K

Trail Run 5 km
Apr
11
Sa

Run for the Rescue 5K Trail Run/Walk

Trail Run 5 km
Apr
12
Su

Farm & Forest All-Terrain 5K

Trail Run 5 km
Apr
18
Sa

Shore2Shore - East Islip, NY

Trail Run 25 km 50 km
Apr
19
Su

Brookhaven Trail 15K Run

Trail Run 4 mi 15 km
May 2026
May
17
Su

Nassau Suffolk Trail Marathon

Trail Run 15 mi 26 mi
May
23
Sa

NSRF Long Island Lemonade Trail 5K

Trail Run 5 km
May
24
Su

Forest Park Runners Classic Trail Race

Trail Run 4 mi
June 2026
Jun
6
Sa

Levee Loop Trail Race 10K - Islip

Trail Run 5 km 10 km
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 3 mi
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 Half Marathon
Oct
11
Su

NSRF Great Pumpkin Dash Trail 5K

Trail Run 5 km
Oct
17-27
Sa - Tu

Suffolk County Marathon

Trail Run 5 km 10 km ... 26 mi 29 mi
November 2026
Nov
8
Su

USATF-Long Island 8K

Trail Run 8 km
Nov
14
Sa

NSRF Long Island Turkey Trail Trot 5K

Trail Run 5 km
Nov
28
Sa

NSRF Leftover Turkey Trot 5K

Trail Run 5 km