Trail Running calendar near Freeport 2026-2027

A trail race weekend in Waterville Valley offering four distances from a 50K with about 7,700 feet of climbing to a one mile fun run. The event is cup less and 50K runners must carry mandatory safety gear.

A multi-distance trail event at Cherry Hill Farm in Gorham, Maine on September 5, 2026, using repeated flat, non-technical loops with aid at the loop turn. Options include 50K, 25K, and 10K.

Three trail races in Camden Hills State Park, Maine offer coastal mountain scenery and rugged singletrack. Distances include 10K, 20K, and 50K, with race kit items and limited entries.

The Kismet Cliff Run will take place in North Conway on Sunday 13 September 2026. You can run between 5 and 13 miles.

The Mt. A Trail Challenge will take place in York Harbor on Saturday 19 September 2026. You can run 5 kilometers.

A looped trail ultra at Wolfe's Neck Farm in Freeport with in-person 50, 30 and 10 mile options plus virtual 5, 10, 30 and 50 mile events. The course is off pavement with a single aid station at the start and finish.

Mountain trail race at Cranmore Mountain Resort in North Conway, NH, offering a 10K over two loops and a 5K single loop with substantial elevation gain and one aid station.

Celebrate community and fitness at the Holistic Hustle 5K and 10K at Emmons Preserve in Kennebunkport. Family friendly fun with music, treats, face painting and a wood burned finisher medal while supporting School Around Us.