Trail Running calendar near Billings 2025-2026

NSRF Leftover Turkey Trot 5K at Bethpage State Park (Polo at the Park) offers a 5K Run/Walk on grassy polo-field and scenic trails, with mostly flat, beginner-friendly terrain and some rolling sections reminiscent of cross-country. The event, held Nov 29, 2025, features a free Kiddie Dash before the..

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..

South Orange, New Jersey hosts the NJ Trail Series SOMO Winter 2 on Saturday, December 13, 2025. The event offers three distances: 5K, 10K, and 13.1 miles, run on a looped course through South Mountain Reservation. The course blends fire roads, single-track trails, hills, and pavement, with aid stat..

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..

The Squatchy Onesiefest 5K is scheduled for February 14, 2026 at Ramapo Valley County Reservation, starting and finishing at the New York-New Jersey Trail Conference (NYNJTC) Headquarters. The event has a onesie theme; awards for top three male, female, and non-binary finishers require wearing a on..

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..

The Morris County Empanada Trail Run, held in Morris Plains, NJ, offers both 5K and 10K run/walk events on scenic trails within Central Park of Morris County. The course features mixed terrain including dirt, grass, gravel, and some hills, providing a varied and enjoyable trail running experience. P..

Sleeping Giant Trail Runs, hosted by Steep Endurance at Sleeping Giant State Park in Hamden, CT, offers challenging 25K and 50K trail races through Connecticut’s iconic park. The 25K loop features more than 3,000 feet of vertical gain across rocky and rolling singletrack via Yellow, Chestnut, White,..

Big Bear Squatch North is a challenging trail running event held at Harriman State Park in Bear Mountain, New York. Featuring a half marathon and 10K races, including a new rucking division with lightweight (15 lbs) and heavyweight (30 lbs) pack categories, the event showcases rugged, technical moun..