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

November 2025
Nov
22
Saturday

Massapequa Park Turkey Trot

5 km 4 mi
Nov
22
Saturday

Hoboken Turkey Trot 5K

5 km
Nov
27
Thursday

Gratitude Run - Richmond Hill

5 km
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

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