Trail Running calendar near Waterford 2026-2027

A 26 mile point to point trail race in the Slide Mountain Wilderness near Shandaken, New York, with nearly 7,000 feet of vertical gain over ridgelines and rocky terrain. Proceeds support Run Wild, Inc and there is a veteran and first respon..

A weekend of endurance mountain biking and trail ultrarunning at Ascutney Outdoors in West Windsor Vermont, offering 50 mile and 50 km solo races, multiple relay formats, and kids fun races. Proceeds support Vermont Adaptive.

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.

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.

Experience a rugged trail race through the Adirondack forests and wetlands of Amy’s Park. Enjoy scenic views and a community after party at a local brewery while supporting land conservation for Lake George.

A timed endurance event in Cohoes, NY offering 1, 3 and 6 hour solo options plus 3 and 6 person relays, organized to raise awareness and funds for Flutters of Hope Inc.

A 50 kilometer trail ultramarathon on October 3, 2026, near Kattskill Bay, NY, covering four Lake George peaks with about 9,000 feet of climbing. The course starts and finishes at Camp Chingachgook and includes multiple aid stations with ti..

Experience the seasonal scenery of New Hampshire at the Keene Family YMCA Fall Foliage Trail Race. Choose between a fast 5K or a 10K with elevation gain to support local community programs.

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.

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.

Trail races at Mohawk Mountain in Cornwall CT offer 5K, 10K, Half Marathon and Marathon routes with measured elevation gains, ski area trail loops, cupless hydration policy, and aid stations for longer distances.

Explore the scenic trails of 100 Acre Woods in Malta, New York. This community event on October 18, 2026 features 2k, 3k, and 5k trail runs. All proceeds support local trail maintenance.

Experience the wilderness trails of Deerfield Town Park with a variety of trail races for all ages. Enjoy a professionally timed 5K or a community run while supporting the local food pantry in your favorite running costume.

Trail event at Mt Tom State Park on October 24, 2026 offering 25k and 10k courses, a 25k two person relay, and an untimed 5k fun run or hike. Proceeds support Kestrel Land Trust conservation work.

A trail race in Keene, New Hampshire covering 4.9 miles with about 1650 feet of up and down on ski trails and single track. The event benefits the Keene Community Kitchen and includes prize money, age group awards, and raffles.

Experience the Fall Back Into The Trails Series at Red Wing Recreation Area in Lagrangeville. Choose from 100k, 50k, or 10k distances featuring a loop course with elevation gain. This UTMB Index event offers medals and awards.

A roughly 14 miles trail race at Moreau Lake State Park in Gansevoort, NY, featuring technical singletrack and about 2700 feet of climb with one aid station near six miles; early registrations by October 18 guarantee a shirt.

A Last Person Standing mountain event with hourly 2.25 mile laps that climb about 1,209 feet each. Aid, hot food, camping, elevation milestone prizes, and awards are provided; conditions may include cold, snow, or ice.

A late winter trail race at Gilbert Lake State Park on February 21, 2026 offering 50k, 25k, and 10k on a 6+ mile loop with a snow adjusted course and an aid station serving hot broth and snacks. Net proceeds support The Neighborhood Center.