Trail Running calendar near Ellenville 2025-2026

The Trailwagger is a running event held at Gilbert Lake State Park in Laurens, NY, featuring scenic trails and fall foliage. The race offers four divisions to accommodate various skill levels: a 3-mile run/walk on paved roads and trails, a..

Gemstone Sparkle Sprint 5k is a community trail run in Wilton, Connecticut, on Gemstone Farm (144 Huckleberry Hill Rd). The second annual event offers a scenic 5k trail course suitable for all abilities (strollers not allowed on the course)..

Costumed Creature Crawl 5K Trail Run/Walk is an in-person and virtual race in Beach Lake, Pennsylvania, at the Van Scott Nature Reserve of the Delaware Highlands Conservancy. It offers a 5K trail run or walk for adults, plus options for age..

Run 30 haunting hours beneath a canopy of autumn leaves in Stratford CT on a rugged 2.23 mile loop with roots, rocks and one memorable climb. Limited to 50 runners, chase miles and earn a stunning 100 mile buckle.

Event details The Paine to Pain Trail Half-marathon is scheduled for Sunday, October 12, 2025, in New Rochelle, Westchester County, New York. The race is organized by NewRo Runners and is part of the Trail Mix Series, a group of seven trail..

The Fred Torres Memorial 5K is the 12th annual charity race at Garrett Mountain in Woodland Park, New Jersey. The live event features a 5K run on a championship cross-country course and a 2-mile walk, with a virtual 5K option for remote par..

Mohawk Mountain Race : Cornwall, CT The Mohawk Mountain Race takes place at Mohawk Mountain Ski Area in Cornwall, CT (46 Great Hollow Road). The event offers four distance options: Marathon Half Marathon 10K 5K Registration closes on Octo..

Family & Community Services of Somerset County's Taking Strides Towards Wellness 5K Run/Walk is the 13th annual event at Duke Island Park in Bridgewater, NJ. The flat, paved, wooded course runs along the Raritan River, suitable for runners..

Tom Centinaro Memorial "Dam" Race is a 3.5-mile trail run/walk hosted by the Wolcott Lions Club in Wolcott, Connecticut. The race unfolds on the scenic, flat Mill Pond Trail at Woodtick Recreation, 201 Nichols Road. This community event ben..

Event overview FALL Run The Farm is scheduled for October 19, 2025, at Muscoot Farm in Katonah/Somers, New York (51 Route 100, Katonah, NY 10536). The main race is a trail race held over 5 miles. The event program also includes two children..

The Hot Chili Challenge 8 Mile Trail Run, 5K & Kids Fun Run takes place in Andover, New Jersey. The event features an 8 mile trail run and a 5K for adults, plus a Kids Fun Run for ages 5-12. The atmosphere blends competition with a chili-th..

Join the Castle to River Run in Garrison, NY, with a half marathon, 5K and kids fun run raising funds for Friends of Philipstown Recreation. Tackle varied trail terrain, pick up a race shirt and enjoy community spirit.

Join the Veeder Tree Farm 5K on October 19, 2025 for a scenic 5K or 5K Trail Run supporting the Leukemia and Lymphoma Society. Enjoy farm trails, friendly competition, and options for students and virtual participants.

Experience peak fall foliage at Harriman State Park with Big Bear SquaTCh South, a rugged single loop offering a challenging 13.1 mile or 10K on steep, technical trails and sweeping views. Limited entries sell out fast so register early.

Lake to Lake 8k Trail Run & Dog Woods Walk takes place at Lacawac Sanctuary in Lake Ariel, Pennsylvania. The event offers an 8K trail run through 550 acres of nature trails and access roads on Lacawac grounds, with a separate Dog Woods Walk..

The Tough Cookie Trail Run 5K is a trail-running event held at Prospect Point Park in Lake Hopatcong, New Jersey. The course is a 5K on local trails, inviting runners, walkers, and hikers to join a morning of strength, spirit, and community..

Cheshire Community YMCA 5K Harvest Trail Run in Cheshire, CT, is a race around Ives Farm. The all-ages event winds through fields and trails on the farm, starting and finishing at the remodeled barn. Proceeds support the YMCA’s Cheshire com..

Join the 9th annual Fall Back into the Trails at Red Wing Recreation Area in Lagrangeville NY for two days of scenic, supported loop trail racing with 10K 50K and 100K options. Custom finisher medals, camping and UTMB index for longer races..

Take on The Long Run Fall Back, a give or take 5 mile loop through Jacobsburg State Park run clockwise for a fresh challenge. Choose the 5 mile, 3 hour or 6 hour format and enjoy a cupless, hiker friendly, zero carbon trail event.

Overview 8 Hours at the Farm is a timed trail running event presented by Steep Endurance on November 2 in Brookfield, Connecticut. The event is held at Gurski Farm / Williams Park with race headquarters and the start/finish located in the b..