Trail Races in Connecticut
Find upcoming trail races in Connecticut — with dates, locations, and direct registration links.
14 upcoming trail races found in Connecticut
Upcoming Trail Races in Connecticut
Kids Fun Run+1
Aug 15
2nd Annual Rocky Hill 2M Run & Kids Run
Sat, August 15, 2026
Rocky Hill, CT
5K Trail Race+8
Sep 16
Cheshire Community YMCA Harvest Trail Race and Y Cup Relay
Wed, September 16, 2026
Cheshire, CT
Cockaponsett Trails to a Cure- 9 miler+1
Sep 20
Cockaponsett Trails to a Cure
Sun, September 20, 2026
Chester, CT
5K Trail Run
Sep 20
17th Annual Farmington River Run 5K Trail Race
Sun, September 20, 2026
Farmington, CT
Answer the Bell Ultra - Basic - 28.8 Miles | 14,400' Elevation | 24 Hour+16
Oct 1
IronHike Mohawk Mountain Fall 2026
Thu, October 1, 2026
Mohawk Mtn Ski Area, Cornwall, CT
Answer the Bell Ultra - Basic - 28.8 Miles | 14,400' Elevation | 24 Hour+16
Oct 1
IronHike Series - Fall '26
Thu, October 1, 2026
Mohawk Mtn Ski Area, Cornwall, CT
5K Trail Race+2
Oct 4
Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge
Sun, October 4, 2026
Norfolk, CT
Sparkle Sprinter- Trail 5K+7
Oct 10
Gemstone Sparkle Sprint 5k
Sat, October 10, 2026
Wilton, CT
5K Trail Race+2
Oct 24
Cheshire Community YMCA Harvest Trail Race and Y Cup Relay
Sat, October 24, 2026
Cheshire, CT
Thompson 5K Trail Run+2
Nov 8
Centerville Bank Thompson Turkey Trot
Sun, November 8, 2026
Thompson, CT
Scrooge Scramble 5K 2026 (Rails to Trails)
Dec 25
The Scrooge Scramble 5K - Rails to Trails - Vernon
Fri, December 25, 2026
Vernon Rockville, CT
Color Run+2
May 8
3rd Annual Camp Mountain Laurel - Color Run & Trail Run
Sat, May 8, 2027
Hamden, CT
