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Obstacle Race Calendar near Watkins Glen 2025-2026

Explore the top obstacle runs near Watkins Glen for 2025-2026! We've gathered 15 exciting races in the area. Check out our detailed list below to find your next local race.

March 2025
Mar
15
Saturday

St. Patrick's Day 10K - Pine City

5 km 10 km
April 2025
Apr
6
Sunday

Castel Grisch Wine Run 5k

5 km
Apr
6
Sunday

Skunk Cabbage Classic Half Marathon

10 km 13 mi
May 2025
May
3
Saturday

Tulip Trot 5k

5 km
May
10
Saturday

Fly By Night Duathlon

Duathlon
May
10
Saturday

Launch Lillee's Pad 5k

5 km
May
24-26
Sa - Mo

Wineglass 8K

8 km
May
31
Saturday

Cayuga Trails

Trail Run 50 km 50 mi
May
31
Saturday

Trumansburg May Day 5k

5 km
June 2025
Jun
1
Sunday

Lucifer's Crossing

Trail Run 5 km 10 km 13 mi
Jun
7
Saturday

CPPHS Band 5k Fun(d) Run

3 mi
Jun
7
Saturday

FLF 5K

5 km
Jun
8
Sunday

Gorges Ithaca Half Marathon

13 mi
Jun
8
Sunday

Keuka Lake Triathlon

Triathlon
Jun
28
Saturday

Orlando Josiah Memorial 5k

5 km
July 2025
Jul
5
Saturday

Finger Lakes 50S

Trail Run 25 km 50 km 50 mi
Jul
19
Saturday

Keuka Outlet Trail Half Marathon

Trail Run 10 km 13 mi
August 2025
Aug
17
Sunday

Peasantman

Triathlon
September 2025
Sep
13
Saturday

Mill to Mill 10k (Keuka Outlet Trail)

Trail Run 10 km
October 2025
Oct
4-5
Sa - Su

Wineglass Marathon

5 km 13 mi 26 mi
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