Trail Running calendar near Rensselaerville 2025-2026

Run a scenic 10K up Mt Beacon to the firetower and back on rugged Hudson Highlands trails with steep climbs and autumn views. Part of the Beacon Bonfire festival, the race ends with refreshments, a shirt and festival perks.

Join the Dave Driscoll 19th Annual Age Before Beauty 5K cross country at White Memorial in Litchfield on Sunday, November 9, 2025. Enjoy a scenic all cross country course as the first race of the day ahead of the Junior Olympics.

Join the 4th Annual Sargent Elementary Turkey Trot in Beacon, NY for a family friendly 5K on the scenic Long Dock Park trails plus a Kids Fun Run on campus. Enjoy a food drive, live DJ, refreshments, awards and new team sign ups.

Run a scenic trail half marathon around two glacial lakes and along the Shawangunk Ridge at Minnewaska State Park, with sweeping views into five states. Limited to 300 runners, chip timed with a finisher gift and refreshments.

Join the Roxbury Thanksgiving Charity Race, a scenic 5K in Roxbury, Connecticut, starting and finishing at Everett B. Hurlburt Community Park. Run or walk to celebrate the season and support local causes.

Celebrate the Sunday after Thanksgiving at Gorge après Gorge in Chesterfield Gorge with a timed 5k, family fun walk, and new kids race. Finishers earn locally baked cookie medals and a warm postrace potluck to benefit Hilltown Land Trust.

Get festive at the Ugly Sweater 5K in Canajoharie on December 6, 2025, where runners and walkers hit the scenic Erie Canal trail in holiday style. All proceeds support the Community Youth Center and age group prizes add extra fun for racers..

Tackle rugged singletrack, cliffs and glacial ledges on the Shawangunk Ridge in this scenic mountain trail race offering 25K and 10 mile courses. Proceeds support Run Wild's campaign to protect Verkeerder Kill Falls.

Run the 52nd Jack Bristol Lake Waramaug Ultra in Kent CT on April 26 2026 for scenic, mostly flat loops around the lake with 100K, 50 Miler and 50K options. Expect stocked aid stations, finisher swag and lakeside views to inspire.

Tackle rugged, technical single track with steep climbs and exposed sections at Breakneck Point in Beacon NY, choosing 14.5 mile or 26.4 mile distances with big elevation gain. Entry includes post race food, a Patagonia Cap Cool shirt, and..

Run the Free Spirit 50K in Leyden, Massachusetts and enjoy a scenic New England ultramarathon. The course follows dirt roads past historic farms, leafy woods and an 1870s covered bridge for a rewarding, challenging day.

Recharge your trail legs with a small group spring camp in Oliverea, NY, in the Catskills. Tackle technical scrambles and big climbs while getting on trail coaching and mental performance work to sharpen your skills and confidence.

Take on the scenic Mine Hill Half Marathon on May 25 in Roxbury, CT, starting and finishing at Mine Hill Distillery. Enjoy a challenging climb, a fast downhill second half, a finisher medal and post race food and drinks.

Challenge yourself at Mohawk Mountain in early June 2026 with timed endurance events from 12 hour to 84 hour and distances up to 152 miles. Race solo or with Trail Buddy or Trail Family teams, tackle night sections and enjoy base support an..

Take on the slopes at the Plattekill Mountain Race in Roxbury NY on June 7, 2026, where ski runs and forest trails deliver steep climbs, fast descents and sweeping views. Choose the 6.5 mile mountain course or the punchy 5k and race for top..

Run or ride scenic farm trails at Norbrook Farm Brewery in Colebrook CT, with options from a 5K and 10K to a 4 hour trail challenge, duathlon and competitive mountain bike races. Finishers get custom medals and entrants 21 plus receive a fr..

Manitou’s Revenge is a 53 mile ultramarathon in the Catskills across rugged, technical trails and massive climbing. Limited aid, long remote stretches and hand over hand sections make it a grueling but rewarding mountain challenge.

Climb It For Climate at Belleayre Mountain offers scenic, challenging trail runs with 25K and 8K options through classic Catskill terrain. This eco event offsets emissions, benefits The Catskill Center, and celebrates finishers.

Run the Shawangunk Ridge Trail in Rosendale NY on Sep 12, 2026. Choose 70 mile, 30 mile or half marathon routes through rocky ridgelines, waterfalls and cliffs in a self supported backcountry challenge.

Tackle rugged single track, steep climbs and scenic summit views at Macedonia Brook State Park with 12K, 25K and 50K options. The 25K is part of the Blue Blazed Trail Running Series for a true New England trail challenge.