Trail Running calendar near Princeton 2026-2027

Traverse the scenic ski slopes and forest trails of Wachusett Mountain in this timed event featuring loops from 7 to 28 miles. Earn a finisher medal within 10 hours and enjoy a post trek party at the mountain base.

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.

The TARC Fall Classic will take place in Carlisle on Saturday 5 September 2026. You can run between 10 and 50 miles.

The Veterans Count Nashua 5k Fun Run & Walk will take place in Nashua on Saturday 5 September 2026. You can run 5 kilometers.

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 Mt. A Trail Challenge is a timed trail run on Mount Agamenticus. Choose from a 5K or 1-mile course, with timing handled by the local high school cross country team. The event raises funds for the mountain's conservation and offers a spe..

A trail race in Hooksett on September 19, 2026, featuring a 5k on stone dust and wooded conservation trails and a half mile kids run for ages 12 and under. Proceeds support Hooksett Kiwanis community and youth programs.

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.

The Vermont 50 Ultra Run and Mountain Bike event supports Vermont Adaptive Ski and Sports. Held on the last weekend of September in West Windsor, it features a 50-mile ultra, a 50K run, and team relay options. Registration opens in May.

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 Run for the Pumpkins Trail Run will take place in Westerly on Saturday 3 October 2026. You can run between 5 and 10 kilometers.

Experience a scenic trail run or walk through Ryan Park in Rhode Island to support the North Kingstown Firefighters Association with medals for top age group finishers.

Run the winding single lane trails of Groton Town Forest with a choice of 9.5 mile or 3.4 mile courses featuring roots, rocks and rolling climbs. Limited to 250 runners, this community race supports Groton trail maintenance and finishes wit..

The NipMuck Trail Marathon is a classic 26.4-mile race on Connecticut's rugged Nipmuck Trail. Runners can also team up for a two-person relay. The event supports local trail programs through the nonprofit Shenipsit Striders running club.

Enjoy autumn trails at the Keene Family YMCA Fall Foliage Trail Races on October 4, 2026, with 5K and 10K options around scenic Keene, NH. Run for community impact while enjoying chip timed courses and seasonal views.

The Midstate Massive Ultra Trail offers a 100-mile, 50-mile, and 50K journey on the Appalachian Midstate Trail. Runners traverse the mountains and fields of central Massachusetts during the peak of autumn. The course crosses into New Hampsh..

Join the 20th Wayland / HFC Striders Cross Country Festival on October 11, 2026, featuring youth 3K races and open 5K events that support Wayland High School cross country and track. Presented by Middlesex Savings Bank with awards and commu..

Vulcan's Fury Trail Race The Vulcan's Fury Trail Race takes place in Pawtuckaway State Park in Nottingham, New Hampshire. It is a rugged trail race on a course described as very technical and scenic. Two distances are offered: a Half Marath..

The Wine Run offers a scenic 3-mile trail run through Sakonnet Vineyard. After the run, participants enjoy dinner, wine, and live music on-site. The event also includes non-running dinner options for adults and children.