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Trail Running Calendar near Oyster Bay 2025-2026

Explore the top trail runs near Oyster Bay for 2025-2026! We've gathered 141 exciting races in the area. Check out our detailed list below to find your next local race.

November 2025
Nov
27
Thursday

Sri Chinmoy Thanksgiving Day 10K

5 km 10 km
Nov
27
Thursday

Jersey City's Turkey Day 5K

5 km
Nov
27
Thursday

Westchester Turkey Trot 10K

Nov
29
Saturday

New York City Turkey Trot Half Marathon

December 2025
Dec
6
Saturday

The Manhattanite 10k

Dec
7
Sunday

All Schools Special Needs 5K

5 km
Dec
7
Sunday

PPTC Endurance Fest

Trail Run
Dec
7
Sunday

Santa's Toy Trot 5K Run/Walk

Dec
7
Sunday

Queens Marathon

Dec
13
Saturday

NYCRUNS Big Apple Half Marathon

13 mi
Dec
13
Saturday

Hoboken's Jingle Bell 5K

5 km
Dec
21
Sunday

Jingle Jangle

5 km
January 2026
Jan
1
Thursday

Sri Chinmoy New Year's Day Half-Marathon

13 mi
Jan
4
Sunday

NYCRUNS Frozen Penguin 5K

5 km
Jan
17
Saturday

NYCRUNS Frozen Pigeon 5K

February 2026
Feb
14
Saturday

NYCRUNS Frozen Bonsai 5K

Feb
14
Saturday

Love on the Run

Feb
22
Sunday

NYCRUNS Central Park Half Marathon

March 2026
Mar
8
Sunday

Shamrocks and Shenanigans

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