Trail Running calendar near Ellenville 2025-2026

Fall Back Into The Trails Series returns to Red Wing Recreation Area in Lagrangeville, NY for its 9th annual edition on November 1-2, 2025. The event offers three races: 100k (10x10k loops with about 1,000 ft of gain per lap), 50k (5x10k loops with about 5,000 ft total gain), and 10k (about 1,000 ft..

The Long Run – Fall Back takes place at Jacobsburg State Park in Wind Gap, PA, with the start/finish at the Equestrian Parking Lot near Sobers Run trailhead. The event offers a 5-mile loop through a mix of single-track and gravel trails, with about 450 feet of elevation gain. Runners can also enter..

8 Hours at the Farm, held in Brookfield, CT, is a Steep Endurance trail running event on a rolling country course at Gurski Farm/Williams Park. The race features an approximately 4-mile loop with single-track and farm trails, plus options for 8-hour, 4-hour, and 4-mile races. The event emphasizes a..

Set in Sleepy Hollow, New York, the Pocantico Hills Marathon offers two distances: a full marathon and a half marathon run through Rockefeller State Park Preserve. The courses are single loop, rolling and hilly, with scenic views of the Hudson River and the Palisades. Runners pass past fields, stone..

Raven Rocks Run is a challenging 10k trail race held at Ward Pound Ridge Reservation in Cross River, New York. The route climbs to the park’s highest points, including Raven Rocks Overlook and the Fire Tower Summit, before a mostly downhill finish along rugged ridgelines, rocky climbs, meadows, and..

Set in Tarrywile Park, Danbury, Connecticut, the Tarrywile Half Marathon offers three distances—10K, Half Marathon, and Marathon—through rugged park trails. The course is renowned for substantial elevation and technical Northeast single-track sections, delivering views of Danbury and the park’s tran..

Fall Fling 400, the CT Trailmixers’ ninth annual trail race, takes place at YMCA Camp Sloper in Southington, CT. The event offers two options: Fall Fling 400, where runners complete as many roughly two-mile loops as possible within a 400-minute limit (roughly 28 miles minimum), and the Spring Fling..

The Roxbury Thanksgiving Day Charity Race is a 5K event held annually in Roxbury, Connecticut. Scheduled for Thanksgiving Day, November 27, 2025, the race takes place at the Everett B. Hurlburt Community Park located at 18 Apple Lane.Participants run a 3.1-mile course, offering a community-focused a..

The Squatchy Leftovers Trail Race takes place at South Mountain Reservation in West Orange, New Jersey. Scheduled for November 29, 2025, it offers multiple distances: 50K, 25K, 10K, 5K, and a 1-mile kids run, all based on a 5K loop course. The trail features a mix of wide carriage roads and technica..

Rob's Trail Run Edition is a trail running event held in Woodbury, New York, at Stillwell Woods Preserve. Scheduled for November 30, 2025, the event features two main races: a 5K Adult Trail Run for participants aged 19 and older, and a 5K High School or Youth Trail Run for those 18 and under. The c..

The Santa's Summit 10k is a scenic and challenging trail run held at Bull Run Marina in Clifton, Virginia. The course follows the Bull Run Occoquan Trail, featuring hilly terrain with a mix of out-and-back and one-way sections. Participants can also choose a 5k distance or a virtual race option.Runn..

PPTC Endurance Fest in Brooklyn’s Prospect Park offers 50-mile and 50-kilometer ultramarathon options on a looped course of 9 or 15 laps of 3.33 miles. The race begins and ends near the Lincoln Road Entrance and honors NYC’s road-ultra heritage, including Knickerbocker 60k and Metropolitan 50 Mile...

The Frosty Forest 5K is a trail running event held in Roosevelt Forest, Stratford, Connecticut. This 5-kilometer race offers participants a chance to escape the roads and enjoy a scenic course through nature. Runners, joggers, hikers, and walkers are all welcome, with a requirement of some trail exp..

Frosty Fat Sass is a family-friendly trail party in West Orange, New Jersey, held at the Turtleback Rock Picnic Area in the South Mountain Reservation. It offers a 5K loop and timed options of 3 hours or 6 hours, plus a new Rucking division with lightweight (15 lb) and heavyweight (30 lb) packs. The..

The Mahlon Winter Donut Trail Run & Hike is a scenic trail running event held at Saffin's Pond in the Mahlon Dickerson Reservation, Lake Hopatcong, New Jersey. Scheduled for February 8, 2026, it offers three race distances: a 5-mile loop, a 10-mile course consisting of two loops, and a 13.1-mile hal..

Squatchy Onesiefest 5K is a Sassquad Trail Running trail party at Ramapo Valley County Reservation in Mahwah, NJ. The 5K is run as a 1.6-mile lollipop loop repeated twice, starting and finishing at the NYNJTC Headquarters; park in the reservation lot. The route is very mellow: a flat gravel/dirt tra..

The Febapple Frozen event is a trail running race held in South Mountain Reservation, Maplewood, New Jersey. Scheduled for February 21, 2026, it offers multiple distance options including a 50-mile, 50-kilometer, 20-mile, and 10-mile race. All distances are based on a roughly 10-mile loop course sta..

Squatchapple is a West Orange, NJ trail race held in the South Mountain Reservation, starting and finishing at the Tulip Springs Trailhead on Cherry Lane. The Sassquad Trail Running event offers 11M, 20M, 50K, and 50M options built from three loops: 4M Turtleback, 5.5M Locust Grove, and 7M Mayapple...

Livingston Oval Ultra takes place in Livingston, New Jersey, at the public Livingston Oval on Robert Harp Drive. On March 7, 2026, the 3rd annual event offers 12-hour, 6-hour, 3-hour and 1-hour options, with runners looping the Oval. The fast, flat course is USATF-certified (as of Aug 1, 2023) and i..

The Mt. Tammany 10 is a challenging ultramarathon held in Delaware Water Gap, NJ, featuring an almost 40-mile course with over 10,000 feet of elevation gain. Runners complete 10 grueling loops, each involving a climb to the summit of Mt.Tammany via the Red-Dot trail, a descent on the Blue-Blaze trai..