Trail Running calendar near Windham 2026-2027

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 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.

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.

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.

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

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 Cranmore Mountain Race is a classic two lap mountain run in New Hampshire. Runners tackle ski slopes and trails for a share of $7500 in prizes. This historic event is part of the USATF New England Mountain Circuit.

The Holistic Hustle offers a 5K, 10K, and a kids' fun run at Kennebunkport's Emmons Preserve. All finishers get a unique wood-burned medal, and the event features music, games, and refreshments. Proceeds support holistic education.

Experience the rolling hills of Willowdale State Forest during this multi-distance trail festival. With options ranging from a 10K to a 100K, runners will enjoy a community-focused atmosphere that supports local land conservation.