Trail Running Calendar Connecticut 2024-2025

We have found 25 Trailruns in Connecticut. Check below where and when you can find the races.

The Ansonia Trails 5k is a brand new race specifically for the 169 Society, organized by Live Loud Running. Limited to fifty runners, the event promises a fun and unique experience with awards from Ragged Cuts and a tri-blend T-shirt for participants. Registration closes on May 8th, and there will b..

The Soapstone Mountain Trail Races in North Central Connecticut offer two race options: a 25k and a 6k "Sampler" race. Both races take runners through the beautiful and scenic area around Soapstone Mountain and Shenipsit Forest State Park. The 25k race has a 5-hour time limit, while walkers are welc..

The Mine Hill Half Marathon in Roxbury, CT is known as the toughest road half marathon in Connecticut, offering breathtaking views of farms, fields, and vistas. The course starts and finishes at the Mine Hill Distillery, providing a scenic backdrop and an exciting after-party. Participants can also ..

June 2024

The Ironhike Endurance Series - Spring will take place in Cornwall from Saturday 1 June 2024 to Tuesday 4 June 2024. You can run between 15 and 152 miles.

The Flanders Field & Forest 5K is the ninth annual trail run/walk hosted by Flanders Nature Center & Land Trust in Woodbury, CT. The event aims to promote health and fitness, showcase Flanders' properties, and raise funds to support their mission of preserving land and educating about nature. Partic..

The Nipmuck South Trail Race is a 14.5-mile out-and-back trail run in Mansfield, CT, following the scenic Fenton River for much of the course. The race features three water stops and support for road crossings, with a cut-off time of 2:00 hours. Runners can expect varied terrain including bridge cro..

The Brooksvale 12-Hour trail run is a first-year event taking place in Hamden, CT. Participants have the option to run 50 miles, a marathon, a 50k, or challenge themselves further. The course is a somewhat runnable 4.25-mile loop with 500 feet of gain each loop. Aid stations are available every 4.25..

The Summer Solstice Trail Run takes place at 435 North St in Hebron, CT. For more information about the race, including registration details and course specifics, visit the Hartford Marathon website.

The Ansonia Six Hour Trail Run is a challenging event taking place at the Ansonia Nature Center in Ansonia, Connecticut. The trail consists of approximately 2-mile loops on moderately technical singletrack with around 170 feet of elevation gain per loop. Participants can expect hot and humid conditi..

July 2024

The Rails to Trails 5k will take place in East Hampton on Friday 12 July 2024. You can run 5 kilometers.

September 2024

The Macedonia Trail Race, located near Kent, CT, offers trail runners a unique experience with challenging climbs/descents and two amazing viewpoints on the course. Participants can choose from 12K, 25K, or 50K distances. The race is part of the Blue Blazed Trail Running Series in CT, run on the Blu..

Participants are invited to join the 3rd Annual Run for the Hills 5K event at the Oswegatchie Hills Nature Preserve in Niantic, CT on September 14, 2024. The trail run offers a scenic route by Clark Pond and around the preserve, with proceeds contributing to the maintenance of the preserve for futur..

The Angevine Farm Trail Festival, sponsored by Steep Endurance, offers a variety of races including a 50K, Half Marathon, 5K, and 5K Canicross on September 22 in Warren, CT. The trail race features a mix of grassy fields, land trust trails, state forest trails, and single track, with challenging cli..

Participants can choose between a 4 or 9-mile trail race in the Cockaponsett State Forest in Chester, CT. The course includes roots, rocks, muddy sections, and hills, with water stations at miles 2, 4, 6, and 7. The event is part of the Blue Blazed Trail Race series, and all proceeds benefit PanCAN ..

October 2024

The Ironhike Endurance Series - Fall will take place in Cornwall from Saturday 5 October 2024 to Tuesday 8 October 2024. You can run between 15 and 152 miles.

The NipMuck Trail Marathon offers a challenging 26.4-mile race on Connecticut's Nipmuck Trail, featuring rocks, roots, mud, and wood bridges. For those not ready for the full marathon, there is a relay option where teams of two split the course. The race starts at Lipps Rd and Perry Hill Rd in Ashfo..

The 11th Annual Trail Race Series offers a 5K, 10K, and Half Marathon race through picturesque Barbour Woods in Norfolk, CT. The 5K course includes a mix of single and double track trails with scenic views, while the 10K route adds a challenging loop over Haystack Mountain. The Half Marathon is a gr..

The Mohawk Mountain Race, organized by Steep Endurance at Mohawk Mountain Ski Resort, offers a challenging trail run experience with options for a Marathon, Half Marathon, 10K, and 5K. The course includes steep ascents and descents on the ski mountain, providing sweeping views of the Fall foliage. P..

The Tackle the Trail - Pomfret, CT will take place in Pomfret on Saturday 19 October 2024. You can run between 10 and 42 kilometers.

November 2024

The "8 Hours at the Farm" trail run presented by Steep Endurance takes place at Gurski Farm/Williams Park in Brookfield, CT. Participants can choose between an 8-hour, 4-hour, or 4-mile option on a rolling country course with a 4-mile loop featuring single track and farm trails. The event offers a c..