Trail Running calendar near Irvington 2025-2026

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 2025 Never Stop Running Foundation Leftover Turkey Trot 5K is a festive run/walk event held at Bethpage State Park in Bethpage, New York. Participants enjoy a scenic course starting on a grassy polo field and winding through mostly flat, beginner-friendly soft trails with a true cross-country fe..

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..

NSRF 50/50 Turkey Trot 5K is an in-person trail run/walk held at Belmont Lake State Park in West Babylon, New York. The event features a 5K trail course around the park’s water-side setting, described as a fun and challenging route. Participants compete not for traditional awards but for a cash raff..

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..

Tower Tag Challenge is a trail-running event at Sleeping Giant State Park in Hamden, Connecticut. Runners tackle the Tower Trail, a mostly smooth crushed-gravel carriage road that climbs about 600+ feet in 1.5 miles to the park’s Observation Tower, offering views of the surrounding landscape and, on..

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..

MCW The Holmdel Classic is an end-of-year trail challenge held at Holmdel Park in Monmouth County, New Jersey. The course features a 4.65-mile loop (about 50K for 7 laps, halfish for 3 laps), 95% trail and double track, with 584 feet of elevation per lap and Holmdel’s signature “The Bowl.” Runners e..

SRC Presents: A Backyard Ultra takes place at Blydenburgh County Park in Hauppauge, NY on December 13–14, 2025. The event features two races: A Backyard Ultra, a true ultramarathon where runners must complete a 4.167-mile loop within an hour, repeatedly until only one runner remains; and The 1 Lappe..

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..