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Connecticut Trail Running Calendar 2025-2026

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Explore the best trail runs in Connecticut for 2025-2026! Our updated list features 30 exciting races across the region. Find your next race in Connecticut below and join the running community at these great events!

December 2025
Dec
6
Sa

Tower Tag Challenge

Trail Run 4 hr 8 hr
Dec
13
Sa

Frosty Forest 5K

Trail Run 5 km
Dec
14
Su

Taco Trials

Trail Run
March 2026
Mar
28
Sa

Northern Nipmuck Trail Race

Trail Run 16 mi
Mar
29
Su

Sleeping Giant Trail Runs

Trail Run 25 km 50 km
April 2026
Apr
4
Sa

Run Across CT

Trail Run 100 km 200 km
Apr
11
Sa

Hartford Track Club Quarter Marathon

Trail Run 7 mi
Apr
12
Su

Farm & Forest All-Terrain 5K

Trail Run 5 km
Apr
18
Sa

Traprock 50

Trail Run 17 km 50 km
Apr
25
Sa

Lake Mohegan Women's Trail Race

Trail Run 5 km 10 km 4 hr
Apr
26
Su

Jack Bristol Lake Waramaug Ultra Races

Trail Run 50 km 50 mi 100 km
May 2026
May
3
Su

The Blue 2 Blue Challenge

Trail Run 50 km
May
3
Su

Mount Archer Trail Race

Trail Run 3 mi 9 mi
May
17
Su

Soapstone Mountain Trail Races

Trail Run 6 km Half Marathon
May
24
Su

Mine Hill Half Marathon

Trail Run Half Marathon
June 2026
Jun
4-7
Th - Su

Ironhike Endurance Series - Spring

Trail Run 15 mi 28 mi ... 100 mi 152 mi
Jun
13
Sa

Norbrook Farm Brewery Trail Festival

Trail Run 5 km 10 km 4 hr
Jun
14
Su

Nipmuck South Trail Race

Trail Run 16 mi
July 2026
Jul
26
Su

Soapstone Assault

Trail Run 6 mi
August 2026
Aug
12
We

Stonington Cross Country 5K

Trail Run 5 km