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Connecticut Running Calendar 2025-2026

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Explore the best running races in Connecticut for 2025-2026! Our updated list features 138 exciting races across the region. Find your next race in Connecticut below and join the running community at these great events!

Half Marathons Marathons Trail Runs Triathlons
May 2026
May
24
Sunday

Mine Hill Half Marathon

Trail Run Half Marathon
May
31
Sunday

TriRidgefield Sprint Triathlon

Triathlon
May
31
Sunday

Run the Vineyards - Jonathan Edwards 5K

5 km
June 2026
Jun
4-7
Th - Su

Ironhike Endurance Series - Spring

Trail Run 15 mi 28 mi ... 100 mi 152 mi
Jun
6
Saturday

Heart Of Eastford 5k

5 km
Jun
6-7
Sa - Su

Fairfield Road Races

5 km Half Marathon
Jun
6
Saturday

SongStrong

5 km
Jun
13
Saturday

Norbrook Farm Brewery Trail Festival

Trail Run 5 km 10 km 4 hr
Jun
13
Saturday

Gaylord Gauntlet

Obstacle Run 5 km
Jun
14
Sunday

Litchfield Hills Road Race

7 mi
Jun
14
Sunday

Nipmuck South Trail Race

Trail Run 16 mi
Jun
21
Sunday

Branford Road Race

2 mi 5 mi
Jun
27
Saturday

Centurion Ultra Trail Event

Backyard Ultra 100 mi
July 2026
Jul
4
Saturday

John Demille Firecracker 8K

8 km
Jul
11
Saturday

Litchfield Hills Triathlon

Triathlon
August 2026
Aug
12
Wednesday

Stonington Cross Country 5K

Trail Run 5 km
Aug
18
Tuesday

Battle of Stonington 5K

5 km
Aug
22
Saturday

Saybrook Point 5k Road Race

5 km
September 2026
Sep
5
Saturday

Sterling Down and Dirty 5k

Obstacle Run 5 km
Sep
7
Monday

Faxon Law New Haven Road Race

5 km 20 km Half Marathon
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