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Trail Running Calendar near Port Jefferson Station 2026-2027

Monthly updates for Port Jefferson Station

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

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

August 2026
Aug
8
Sa

Running Wild at Wildwood Trail 2.5 Mile Trail Run/Walk

Trail Run 3 mi
Aug
10-15
Mo - Sa

Step Up for the Brave

Urban Trail 90 min
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
10
Sa

Gemstone Sparkle Sprint 5k

Trail Run 3 mi
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
Oct
25
Su

Race for the Greenway 5K

Trail Run 3 mi
November 2026
Nov
21
Sa

Storybook Half Marathon

Trail Run 13 mi
December 2026
Dec
12-13
Sa - Su

SRC Presents: a Backyard Ultra

Trail Run 4 mi
Dec
19
Sa

Frosty Forest 5K

Trail Run 5 km
March 2027
Mar
20
Sa

Ospreys Dominion Wine Run 5K

Trail Run 5 km
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 5 km
Apr
24
Sa

Lake Mohegan Women's Trail Race

Trail Run 5 km 10 km
May 2027
May
22
Sa

NSRF Long Island Lemonade Trail 5K

Trail Run 5 km
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