Connecticut Trail Running Calendar 2025-2026

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Explore the best trail runs in Connecticut for 2025-2026! Our updated list features 166 exciting races across the region. Find your next race in Connecticut below and join the running community at these great events!

May 2025
May
3
Saturday

Forgotten Forest Ultra Run - Stratford, CT

Backyard Ultra 9 hr
May
3-4
Sa - Su

Cacna1a 5k

5 km
May
3
Saturday

Brew Run - New London

5 km
May
3
Saturday

Town of North Canaan Mother's Day 5K

5 km
May
3
Saturday

Sharon Classic Road Race

5 mi
May
3
Saturday

Cinco K Mayo 5k Run/Walk

5 km
May
3
Saturday

Jog with Judy 5K

5 km
May
3
Saturday

Glenholme 5K Run For Autism

5 km
May
4
Sunday

The Blue 2 Blue Challenge

Trail Run 50 km
May
4
Sunday

Burlington to Collinsville Classic 10K

10 km
May
4
Sunday

Edmund Ganem Memorial 5K Run/Walk

5 km
May
4
Sunday

Miles For Margaritas

5 km
May
4
Sunday

Breast Cancer Alliance 5K for Hope Run/Walk

5 km
May
10
Saturday

GFA Dragon Dash

5 km
May
10
Saturday

Heart Of Eastford 5k

5 km
May
10
Saturday

CT Race in the Park

5 km
May
10
Saturday

Riverside Run 3 Mile

3 mi
May
10
Saturday

Run Like A Mother 5K Trail Run

Trail Run 5 km
May
10
Saturday

Chris Corbett 5K

2 mi 5 km
May
10
Saturday

Beyond Stigma 5K Run and Walk

5 km
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