Trail Running calendar near Roxbury 2026-2027

A trail running festival at Thacher State Park on August 23, 2026, offering **10K**, **13.1M**, **26.2M** and **50K** courses that share the same first 10K loop. The cupless event has multiple aid stations, post-race food, and medals for ma..

Experience the rugged beauty of Salt Springs Park with technical trail races through old growth forests and wetlands. Choose between 5K, 10K, or a demanding 50K ultra featuring 7,000 feet of elevation gain.

A trail event on the Shawangunk Ridge near Rosendale offering 70 mile, 30 mile, and half marathon divisions over rugged, minimally supported terrain with shuttle logistics and enforced checkpoints.

A trail race day at Pittsfield State Forest with 50k, 25k, 15k and a new 5 mile option, a double-loop course with three aid stations and charity fundraising through BURCS and Free to Run.

Experience the rugged beauty of northwest Connecticut at Macedonia Brook State Park. Featuring single track trails and views of the Catskill Mountains, this event offers 12K, 25K, and 50K distances for trail runners.

A trail running event in Brookfield, New York offering 5k, 15k and 50k courses through Charles E. Baker State Forest; the 50k uses multi loop format, has over 4,800 feet of gain and a nine hour cutoff.

A multi-race trail festival at Lakeside Park in Pawling, NY offering timed 24, 12 day, 12 night, 6 and 3 hour events on an about 1.68 mile loop with on-course aid, music, and finisher medals.

Trail run and walk at Huyck Preserve in Rensselaerville NY on Saturday September 19 2026. Routes of 2 5 and 8 miles pass Lake Myosotis and a historic racetrack while raising funds for local organizations.

A scenic five mile memorial run and virtual five mile option in Hinckley, NY, with a kids fun run included; proceeds fund a memorial scholarship for students pursuing medical studies.

A point to point 26 miles trail race in the Slide Mountain Wilderness near Shandaken, NY, featuring nearly 7,000 feet of vertical gain and technical, rocky terrain. Proceeds support Run Wild, Inc and several race services are provided.

Out-and-back 50K and 25K on the McDade Trail near Milford, PA, on rail-trail cinder and some singletrack. Three aid stations, a cupless course, and a poker-chip turnaround for the 50K.

A community 5K on September 27, 2026 in Dolgeville along the Greenway Trail. Registration has a $25 fee with children under 12 free; proceeds fund free sports equipment for local youth.

A trail running event in Gardiner, NY offering a 5 km run, an optional 10 km two-lap route and a 200 yard kids run, with pre registration T shirt incentives and a sneaker recycling program.

Experience a massive endurance test at Mohawk Mountain Ski Area. This ultra trail event features a 152 mile course with over 72,000 feet of elevation gain to be completed within 84 hours.

A 24 hour trail event at Mohawk Mountain Ski Area in Cornwall Connecticut featuring a Double Kuwohi route of about 28 miles and 13,685 feet of elevation. Participants may run, hike, or walk.

An October endurance race in Cohoes, NY offering timed 1-, 3- and 6-hour solo and relay options. The event benefits Flutters of Hope, a nonprofit supporting individuals and families affected by eating disorders.

A fall trail race day in Norfolk, CT offering 5K, 10K and a half marathon with steep climbs, private-trail sections, a cupless policy with water stations, and on-site food and beverage vendors.

A 13.7 mile trail race in Cold Spring, NY on October 4, 2026 with about 4,000 ft of elevation gain through the Hudson Highlands during peak foliage. It is an UTMB Index Race and supports the NYNJTC.

The Trailwagger is an October 2026 trail event at Gilbert Lake State Park in Laurens, NY with 3 mile, 5 mile, combined 8 mile and two person team options plus a dog stroll. A portion of proceeds supports Super Heroes Humane Society.

Experience a trail race at Mohawk Mountain Ski Resort featuring distances from 5k to a full marathon. Run through fall foliage on a course that includes steep ski slopes and the scenic Mohawk State Forest.