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Trail Running Calendar near Upper Monroe 2025-2026

Explore the top trail runs near Upper Monroe for 2025-2026! We've gathered 33 exciting races in the area. Check out our detailed list below to find your next local race.

November 2025
Nov
7-9
Fr - Su

Dirt Cheap Stage Race

Trail Run 3 mi 6 mi 11 mi
Nov
9
Sunday

Avon CSD Veterans Day 5k

5 km
Nov
10-12
Mo - We

Stars & Stripes Veterun 5k Benefits Honor Flight

5 km
Nov
15
Saturday

Bound for the Hounds Ultra

Backyard Ultra 6 hr
Nov
27
Thursday

Canandaigua Turkey Trot

5 km
Nov
27
Thursday

Newark Turkey Day Race

5 mi
Nov
27
Thursday

Webster Turkey Trot

3 mi 4 mi
Nov
27
Thursday

The Feast Thanksgiving Day Run

2 mi 5 mi
Nov
27
Thursday

Race with Grace 10K

5 km 10 km
Nov
27-28
Th - Fr

Gratitude Run

Trail Run 5 km
Nov
28
Friday

Waffle Run/Walk - Rochester

3 mi
December 2025
Dec
6
Saturday

Rochester Ugly Sweater 5K

5 km
Dec
13
Saturday

0 Degree Winter Trail Festival

Trail Run 5 mi 10 mi 15 mi
Dec
14
Sunday

Santa Stampede - Upper Monroe

3 mi
Dec
20
Saturday

Winter Wonderland Run

5 km
Dec
21-24
Su - We

Reindeer Run - Rochester

5 km
January 2026
Jan
3
Saturday

Frozen Assets Endurance Run

Trail Run 10 km
Jan
3
Saturday

Winter Warrior Half

7 mi 12 mi 13 mi
Jan
31
Saturday

Devil's Shadow Winter Trail Races

Trail Run 5 mi 25 km 50 km
April 2026
Apr
18-19
Sa - Su

ROCovery 24-Hour Run/Walk Challenge

Backyard Ultra 24 hr
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