Trail Running calendar near Farmington 2026-2027

An evening cross-country event at Stonington High School on August 5, 2026, featuring a 5K and a Children's 1/2 Mile for ages 10 and under. The course starts and finishes on the track and includes campus streets, trails, grass, and a bridge..

Test your endurance on a 0.355-mile track loop for 8 hours at Clapp Park. Enjoy a unique bottle-drop aid station and support the AYJ Fund for children with cancer. Awards celebrate all age groups and lifetime achievements.

Explore the new trails of Bridgewater Town Park at the Tappen Brook 5K. This community trail run on August 9, 2026, offers a scenic course through woodlands with views of Lake Lillinonah. Participants receive a gift, and top finishers win p..

Join an 8-hour celebration run on a 5K trail loop in Tolland, CT. Earn raffle tickets for each loop and enjoy a community potluck. All participants receive a special 50th-anniversary gift.

Explore the varied trails of Fahnestock State Park in New York with a choice of 50K, 25K, or 5.5-mile races. The event includes course support, a post-race meal, and supports park conservation through its non-profit organizer.

The Watermelon Wobbler is a 5k trail run/walk/hike through scenic conservation land and a working farm. It features a varied off-road course and supports local agriculture. On-site parking is supplemented by a satellite lot nearby.

Run the Jug End Loop Ultra in the scenic Jug End State Reservation. Choose between a 4.2-mile race or a 6-hour ultramarathon on a challenging loop trail. All finishers receive a handmade ceramic mug, and the event supports local charities.

Challenge yourself on a 10-mile loop course through the Big River Management Area in Rhode Island. Choose from 100-mile, 12-hour, or 6-hour ultra distances on a relatively flat trail. All participants receive a race sweatshirt, with a speci..

Experience a scenic 5k trail run or hike through the Oswegatchie Hills Nature Preserve in Niantic featuring views of Clark Pond and natural woodland terrain.

Explore the scenic Shawangunk Ridge on a rugged 70-mile trail. Choose from three distances: a 70-miler, 30-miler, or half marathon. This unsupported event celebrates the preserved beauty of the 'Gunks' mountains.

Explore the singletrack of Macedonia Brook State Park in Connecticut. Choose from 12K, 25K, or 50K distances on a course featuring climbs, technical trails, and the famous viewpoint atop Cobble Mountain. Enjoy a post-race celebration with f..

Join the Charlie Stavros Memorial Beach Run on September 15, 2026 in Westerly, Rhode Island, a free 3 mile beach run honoring a beloved local runner. Enjoy a scenic low tide out and back along Westerly Town Beach with friends and family.

The Hook Mountain Ultra is a demanding 50-mile or 27-mile trail race in Upper Nyack, NY. The course features repeated loops with significant climbs, ridge running, and scenic Hudson River views. It includes full aid station support and has..

The Where the Pavement Ends trail race offers a technical 4.25-mile single loop or an 8-mile double loop through the Hemlock Hills. It's part of the multi-race Trail Mix Series. Both races start and finish at the Lake Windwing ballfields in..

Run a scenic 5K trail race through 300 acres of natural terrain at Winding Trails in Farmington. Compete for age group awards and the local Lee Chisholm Award on a course surrounding Walton Pond.

This 5K trail run takes participants through the scenic trails and grasslands of Goddard Park in Warwick. The flat course is open to all ages and abilities. Registration includes a T-shirt and ample parking is available.

Run the Moosup Valley All Trail Race on September 27, 2026. Choose from a 5K, 8K, or 10K on the 100% trail course at Moosup Valley State Park. After the run, enjoy post-race food and a choice of a shirt or medallion.

The Gardiner Dump Run offers 5k and 10k trail races through the scenic Riverbend Trails. The course winds along wooded hillsides and fields near the Wallkill River. Day-of registration is available, and the event features a sneaker recyclin..

IronHike Endurance Series runs October 1 to October 4, 2026 at Mohawk Mountain Ski Area in Cornwall CT. The series offers multiple ultra trail events from about 61 miles to 152 miles with large elevation gains and run, hike or walk options.

This 24-hour trail challenge in Cornwall, CT, covers over 28 miles and 13,685 feet of elevation gain. Participants can run, hike, or walk the double marathon distance or tackle it as a relay.