Trail Running calendar near Plymouth 2026-2027

We have found 90 Trailruns within 80 miles of Plymouth. See below where and when you can find the races.

Event Overview The Big Brad Ultras is a trail ultramarathon event. It takes place on the trails of Bradbury Mountain State Park and the surrounding area in Maine, USA. Course Details The event uses a 16.5-mile loop course. This loop is run..

The The Royal Mile Hill Run will take place in Lincoln from Friday 18 September 2026 to Sunday 20 September 2026.

Tackle remote trails in New Hampshire's White Mountain National Forest. Choose from three rugged distances on the scenic Kilkenny Ridge Trail. This is a self-sufficient adventure with mandatory gear for safety.

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.

Experience the scenic Trail Around Middlebury with distances ranging from a 2 mile fun run to a full 19 mile loop. This trail event features beautiful mountain views and technical single track sections in Wright Park.

The Route The Westmore Mountain Challenge is a one-day event covering five mountains and approximately 26 miles. The route includes Moose, Hor, Pisgah, Haystack, and Bald mountains. The course uses public trails and roads, with a cumulative..

Experience the natural beauty of Maine by running or walking through woodland trails in Arundel. This conservation focused event offers 5k, 10k, and half marathon distances along with a kids bike race and live music.

Experience an endurance tradition at Mt. Ascutney featuring 50 mile and 50 km ultra runs, mountain bike races, and team relays. This scenic event supports Vermont Adaptive and includes fun races for kids.

Farm to Farm Ultra offers an in-person looped trail race in Freeport, Maine on September 27 and virtual options from September 14 to October 12, with distances from 5 to 50 miles plus relay events.

Hit the Trail 2026 offers a timed 5K run/walk or bicycle rides on Vermont's scenic Lamoille Valley Rail Trail. The event raises funds for healthy aging services in Central Vermont. Join the community in Morrisville on September 27 for a day..

This 21k trail race ascends Pleasant Mountain in Bridgton, Maine, featuring technical single-track and a ridge traverse. The event includes an afterparty with food, drinks, and music. All proceeds support local land conservation efforts.

October 2026

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..

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 Mile for Mentoring will take place in Gilford on Sunday 4 October 2026.

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..

UTMB Index

The Devil's Den Ultra challenges runners on a rugged 6.4-mile Vermont trail loop. Choose from a 30-hour, 12-hour, or single-loop 10K race. Every finisher earns a unique Devil tarot card, with more cards awarded for major milestones in the t..

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..

A fall trail marathon and half marathon on the scenic Trapp Lodge trail system in Stowe, Vermont. The course features a mix of wide paths and rugged single track with significant climbs and descents. Participants will run through the colorf..

Run through history on New Hampshire's Granite Town Rail Trail. This October event offers races from a 15-mile run to a 30-hour ultramarathon, all benefiting local trail conservation. The fall foliage creates a memorable backdrop for this u..