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Trail Running Calendar near Jamaica 2025-2026

Monthly updates for Jamaica

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

Explore the top trail runs near Jamaica for 2025-2026! We've gathered 23 exciting races in the area. Check out our detailed list below to find your next local race.

January 2026
Jan
10
Sa

SOMO Winter Trail Series

Trail Run 5 km 10 km 13 mi
Jan
31
Sa

Frosty Fat Sass

Trail Run 5 km 3 hr 6 hr
February 2026
Feb
21
Sa

Febapple Frozen 50M

Trail Run 10 mi 20 mi 50 km 50 mi
March 2026
Mar
7
Sa

Squatchapple - West Orange, NJ

Trail Run 11 mi 20 mi 50 km 50 mi
Mar
7
Sa

Lenape Trail Run

Trail Run 34 mi
Mar
8
Su

NSRF 4-Leaf Clover 5K Trail

Trail Run 5 km
Mar
29
Su

The Fool's Trek/Rogaine

Trail Run 10 hr
April 2026
Apr
4
Sa

NSRF The Bunny Trail 5K

Trail Run 5 km
Apr
11
Sa

Spring SOMO Timed Trail Race

Trail Run 3 km 6 km ... 3 hr 6 hr
Apr
12
Su

Farm & Forest All-Terrain 5K

Trail Run 5 km
Apr
18
Sa

Conquer the Trail Race

Trail Run 8 km
May 2026
May
2
Sa

VCP 50K

Trail Run 50 km
July 2026
Jul
11
Sa

Pinky’s Rock n Rolla

Trail Run 4 mi
August 2026
Aug
8
Sa

Interstate 17 - Closter, NJ

Trail Run 17 mi
September 2026
Sep
19
Sa

Hook Mountain Ultra

Trail Run 52 mi
October 2026
Oct
11
Su

Paine to Pain Trail Half Marathon

Trail Run Half Marathon
Oct
17-27
Sa - Tu

Suffolk County Marathon

Trail Run 5 km 10 km 13 mi 26 mi
November 2026
Nov
7
Sa

Pocantico Hills Marathon

Trail Run Half Marathon Marathon
Nov
14
Sa

NSRF Long Island Turkey Trail Trot 5K

Trail Run 5 km
Nov
26
Th

Inwood Hill Turkey Trot

Trail Run 5 km