Trail Running calendar near Bridgewater 2025-2026

The Paine to Pain Trail Half-Marathon is a distinctive trail race held in Westchester County, New York, starting at the historic Thomas Paine Cottage in New Rochelle and finishing at New Rochelle High School. This 13.1-mile single-loop course traverses the woods and trails of five different parks, o..

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 participants. Family-friendly events include a Tot Trot and a 1..

BadgerPalooza is an ultra marathon hosted by the Williamstown Badger at Autumn Lake Winery in Williamstown, New Jersey. The centerpiece is a 24-hour challenge built from 24 laps of a 5K loop on winery grounds, totaling 74.4 miles for solo runners; 12-hour and 6-hour options are also offered, along w..

The MuleSkinner Endurance Races take place in Upper Black Eddy, Pennsylvania, featuring distances of 50 miles, 50K, marathon, and half marathon. The course primarily follows the scenic, non-technical towpaths along the Pennsylvania side of the Delaware River, offering beautiful views and an easy tra..

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 and walkers of all levels. Proceeds support FCSSC's mental h..

The Castle to River Run in Garrison, NY, is a scenic running event held in the historic Hudson Valley, featuring a half marathon and a 5K race, along with a kids fun run. The half marathon course winds through Hudson Highlands State Park, passing the historic Osborn Castle and offering a mix of sing..

Big Bear SquaTCh South, a Sassquad Trail Running event in Harriman State Park, Tuxedo, New York, features a challenging pair of trail races: a 13.1-mile half marathon and a 10K, starting and finishing at Powerhouse Park. The single-loop courses are rugged and technical, with 2,200+ ft of gain on the..

The 3rd Annual Chesterfield FALL Terrain 5K is a community-focused running event held at Fenton Lane Park in Chesterfield, NJ. Scheduled for October 19, 2025, the race features a USATF-certified 5K course combining gravel, trail, grass, and road surfaces, offering a varied terrain experience. The ev..

The Hot Chili Challenge offers an 8 mile trail run, a 5K, and a Kids Fun Run, taking place in Andover, New Jersey. Participants can choose the 8-mile trail course or the 5K, with a separate Kids Fun Run for ages 5–12. Awards include top male/female finishers and 10-year age-group medals; all adults..

FALL Run The Farm is a 5-mile trail race held at Muscoot Farm in Katonah/Somers, New York. The course winds through the scenic farm grounds, showcasing the area’s natural beauty and tying the event to the nearby Muscoot Farmer’s Market vibe. The day also includes Fall Kids Run The Farm for younger p..

WXT Ultra, held in Washington Crossing Park, Titusville, NJ, offers 25K and 50K trail ultras through rugged single-track. The 25K course is mostly single-track with about 8.5 miles inside the park, with short road sections. The 50K adds a longer loop that travels into BaldPate, Pleasant Valley, Howe..

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..

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..

Forbidden Run Fest, staged by Uberendurancesports, takes place in Wissahickon Valley Park, Philadelphia, PA. The race offers 10K, 10 Miles, and a 13.1+ half-marathon option, all run entirely within the park's trail system. The course centers on Forbidden Drive, a smooth gravel and dirt trail with Mo..

The NSRF Long Island Turkey Trail Trot 5K is an annual family-friendly run/walk held at Bethpage State Park in Bethpage, NY. The course starts on a grassy polo field and winds through scenic, mostly flat, beginner-friendly trails with a true cross-country feel. Participants enjoy post-race refreshme..

NYC Trail Mix is an annual ultra trail running event held in Staten Island, New York, featuring distances of 50 miles, 50K, and a half marathon. The course showcases over 35 miles of trails through the greenest parts of New York City, including Blood Root Valley, High Rock Park, La Tourette Park, an..

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..

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..