Trail Running calendar near Maplecrest 2026-2027

Trail race at Macedonia Brook State Park near Kent, Connecticut offering 12K, 25K and 50K on singletrack with technical climbs, descents and a viewpoint on Cobble Mountain. The 25K is part of the Blue Blazed Trail Running Series.

A trail event in Brookfield, NY offering 5K, 15K and 50K on truck and horse trails. The 50K is three loops with 4,600+ feet of elevation gain and a nine hour cutoff.

The Where the Pavement Ends trail race offers a technical 4.25-mile single loop or an 8-mile double loop through the Hemlock Hills. It's part of the multi-race Trail Mix Series. Both races start and finish at the Lake Windwing ballfields in..

A point to point trail marathon in the Slide Mountain Wilderness with almost 7000 feet of elevation gain, multiple aid stations, finish area refreshments, and proceeds supporting land conservation.

This fifth annual 5K in Dolgeville follows the scenic Greenway Trail through the forest. Registered participants get a free t-shirt, and post-race refreshments are provided. All proceeds go to providing free sports equipment for local youth..

IronHike Endurance Series runs October 1 to October 4, 2026 at Mohawk Mountain Ski Area in Cornwall CT. The series offers multiple ultra trail events from about 61 miles to 152 miles with large elevation gains and run, hike or walk options.

This 24-hour trail challenge in Cornwall, CT, covers over 28 miles and 13,685 feet of elevation gain. Participants can run, hike, or walk the double marathon distance or tackle it as a relay.

Timed endurance running event in Cohoes, NY on October 3, 2026 offering one hour, three hour and six hour options plus team relays; proceeds support Flutters of Hope, a nonprofit for people affected by eating disorders.

The Trailwagger offers scenic runs through Gilbert Lake State Park, with distances from 3 to 8 miles and a team option. The event supports a local animal charity and even includes a dog walk. It's a fall event with options for different pac..

Trail races at Mohawk Mountain use ski-area trails and nearby forest with 5K, 10K, half and full marathon options, steep climbs and wooded viewpoints, finisher medals, awards, and post-race refreshments.

This 3.5-mile trail run/walk on the flat Mill Pond Trail happens in Wolcott, CT. The Wolcott Lions Club hosts the event, which includes a race t-shirt and clam chowder. Registration opens online with a lower early-bird rate.

A fall trail half marathon and 10K through Harriman State Park on October 18, 2026, featuring technical singletrack, steep climbs, and marked aid stations. The event supports the New York and New Jersey Trail Conference and is capped at 175..

A 5 mile trail race at Muscoot Farm in Katonah, NY on October 25, 2026, with two kids races for specified age groups. Participants receive Farm Bucks for the farmers market; shirts are optional and ordered in advance.

A weekend trail event at Red Wing Recreation Area in Lagrangeville, NY offering 10K, 50K and 100K loop races with continuous aid, finisher medals, and UTMB Index designation for the 50K and 100K.

A trail half marathon at Moreau Lake State Park in Gansevoort, NY, covering roughly 14 miles and 2700 feet of gain on technical singletrack with one aid station near Bonita Lake.

Timed trail event at Gurski Farm in Brookfield CT featuring continuous 4 mile loops for 8 hour and 4 hour runners plus new 5K and 5K Canicross options. Post race food and beverages are provided.

A trail 10k at Ward Pound Ridge Reservation paired with a November virtual 100k challenge that rewards finishers with a custom engraved woodallion; the race uses rocky ridgeline trails and includes an on-course water stop near the fire towe..

A technical trail event at Tarrywile Park in Danbury offering 10K, half marathon and marathon distances with significant elevation gain; finisher medals, podium awards, and post-race food are provided.

A Thanksgiving morning trail run supporting endometriosis research. Choose a run or walk on the 3.5-mile Mill Pond Trail, followed by complimentary yoga. All participants get a finisher medal and swag bag.

Rob's Trail Run Edition stages 5K trail runs for adults and for high school or youth runners at Stillwell Woods Preserve in Woodbury, NY. The event supports The Center for Developmental Disabilities and is produced by RaceAwesome.