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Obstacle Race Calendar near Guilford 2025-2026

Explore the top obstacle runs near Guilford for 2025-2026! We've gathered 31 exciting races in the area. Check out our detailed list below to find your next local race.

April 2025
Apr
27
Sunday

Run for Veterans

5 km 10 km
Apr
27
Sunday

North Fork Environmental Council Earth Day 5k

5 km
May 2025
May
3
Saturday

Forgotten Forest Ultra Run - Stratford, CT

Backyard Ultra 9 hr
May
4
Sunday

The Blue 2 Blue Challenge

Trail Run 50 km
May
10
Saturday

Ansonia Trails 5K

Trail Run 5 km
May
10
Saturday

CT Race in the Park

5 km
May
17
Saturday

Run Ragged Last One Standing

Backyard Ultra 3 mi
May
18
Sunday

Newington Library 5K Challenge

5 km
May
25
Sunday

Mighty North Fork Triathlon

Triathlon
May
25
Sunday

Run the Vineyards - Memorial Day at Pindar 5K

5 km
May
26
Monday

Oh Boy 5K

5 km
May
31
Saturday

Pfc Joseph P Dwyer Ptsd Memorial 5k Run

5 km
June 2025
Jun
1
Sunday

Glastonbury Education Foundation 5K Run/Walk

5 km
Jun
1
Sunday

Joe Keany Memorial 5K

5 km
Jun
7
Saturday

SongStrong

5 km
Jun
14
Saturday

Ansonia Six Hour Trail Run

Trail Run 6 hr
Jun
14
Saturday

Hamden Fest Half Marathon

5 km 13 mi
Jun
14
Saturday

Gaylord Gauntlet

Obstacle Run
Jun
14
Saturday

Pat Griskus Olympic Triathlon

Triathlon
Jun
15
Sunday

Branford Road Race

2 mi 5 mi
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