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Trail Running Calendar near Holbrook 2026-2027

Monthly updates for Holbrook

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

Explore the top trail runs near Holbrook for 2026-2027! We've gathered 17 exciting races in the area. Check out our detailed list below to find your next local race.

February 2026
Feb
28
Sa

Joe Latino Winter Relays

Trail Run 6 mi
March 2026
Mar
7
Sa

King of the Hill

Trail Run 1 hr 3 hr
Mar
8
Su

NSRF 4-Leaf Clover 5K Trail

Trail Run 5 km
Mar
21
Sa

Ospreys Dominion Wine Run 5K

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
Apr
25
Sa

Lake Mohegan Women's Trail Race

Trail Run 5 km 10 km 4 hr
May 2026
May
23
Sa

NSRF Long Island Lemonade Trail 5K

Trail Run 5 km
June 2026
Jun
7
Su

Run in the Park 5K

Trail Run 5 km
October 2026
Oct
4
Su

Run the Vineyards - Pindar Fall 8K

Trail Run 5 km 8 km
Oct
9-12
Fr - Mo

Tesla Hertz Run

Trail Run 10 mi 50 km ... 100 mi 150 mi
Oct
17-18
Sa - Su

Suffolk County Marathon

Trail Run 5 km 10 km 13 mi 26 mi
November 2026
Nov
21
Sa

Storybook Half Marathon

Trail Run 13 mi
December 2026
Dec
19
Sa

Frosty Forest 5K

Trail Run 5 km