Montauk close

Obstacle Race Calendar near Montauk 2025-2026

Explore the top obstacle runs near Montauk for 2025-2026! We've gathered 27 exciting races in the area. Check out our detailed list below to find your next local race.

July 2025
Jul
6
Sunday

Southampton Firecracker 8K & 3M

3 mi 8 km
Jul
20
Sunday

Montauk Lighthouse Triathlon

Triathlon
August 2025
Aug
2
Saturday

John & Jessie Kelley Half Marathon

13 mi
Aug
3
Sunday

Race of Hope Southampton

5 km
Aug
10
Sunday

Niantic Bay Triathlon

Triathlon
Aug
13
Wednesday

Stonington Cross Country 5K

Trail Run 2 mi 5 km
Aug
17
Sunday

Mohegan Striders 4-Miler

4 mi
Aug
17
Sunday

Ellen's Run

5 km
Aug
19
Tuesday

Battle of Stonington 5K

5 km
Aug
23
Saturday

Saybrook Point 5k Road Race

5 km
September 2025
Sep
6
Saturday

Groton City Brew Run

5 km
Sep
7
Sunday

Mighty Hamptons Steve Tarpinian Memorial Olympic Distance Triathlon

Triathlon
Sep
7
Sunday

Surftown Half Marathon

5 km 21 km
Sep
13
Saturday

Wahaneeta Trail Run

Trail Run 5 km
Sep
13
Saturday

Run for the Hills - Niantic, CT

Trail Run 5 km
Sep
19
Friday

Charlie Stavros Memorial Beach Run

Trail Run 3 mi
Sep
20
Saturday

Bound for the Sound

5 km 10 km
Sep
28
Sunday

MightyMan Montauk

Triathlon
October 2025
Oct
4
Saturday

Run for the Pumpkins Trail Run

Trail Run 5 km 10 km
Oct
25
Saturday

Grills Trail Run

Trail Run 10 km 10 mi
Articles
Top 10 Marathons in the Netherlands — The Ultimate Dutch Marathon Bucket List: 10 Unmissable Races
The Beauty of the Easy Run — Why slowing down might be the smartest thing you do for your running
Mizuno Wave Rider 28: Elevating the Legacy of a Running Icon
Garmin Forerunner Review: Garmin Forerunner Series