Trail Running calendar near Bridgton 2026-2027

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.

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..

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 UltraTrax Burke Mountain will take place in Burke on Sunday 25 October 2026. You can run between 7 and 28 miles.

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.

Race Mozey brings the Central European Krampus Run tradition to New England. Choose from a 5K, 10K, or a 9-hour challenge to complete laps at the Dartmouth Skiway. Finishers get medals, and the event supports Vermont Adaptive Ski and Sports..