Trail Running calendar near Conway 2026-2027

We have found 78 Trailruns within 80 miles of Conway. See below where and when you can find the races.

Experience a trail-only loop course through Wolfe's Neck Center and Freeport Conservation Trust. This cup-less event offers distances from 10 to 50 miles on a scenic route featuring dirt roads, woods, and local bridges.

Experience an annual half marathon on the tallest mountain in Southern Maine. Run across technical single track and mountain ridges to support local land conservation and trail maintenance.

Experience a scenic downhill course along the shores of Great Bay or take on the virtual 55K challenge. Support local estuary conservation while enjoying a community race that includes a long sleeve shirt and a post race beverage.

October 2026

Experience the ultimate test of endurance in Center Conway at this last person standing ultramarathon. Run a scenic 3.5 mile forest loop every hour until only one participant remains.

Experience the Bobcat Ridge 25K trail race at the Edwin L Smith Preserve in Maine. This event features a limited field of 100 runners and supports the Kennebunkport Conservation Trust.

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..

Teams compete on a 278 yard obstacle course featuring hurdles and a water hazard. This unique event in the Maine mountains rewards the winners with their partner's weight in beer and five times their weight in cash.

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.

Experience a timed mountain trek across the rugged ridges of Vermonts Northeast Kingdom. Choose from multiple loop distances and the option to carry weighted gear for an added challenge on the scenic trails of Burke Mountain.

Discover the beauty of Emmons Preserve at a community event featuring trail races and family activities. Enjoy music and local treats while supporting holistic education through a variety of distances for runners and walkers.

December 2026

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..