Trail Running calendar near Peapack and Gladstone 2025-2026

Join the 45th Annual Veterans Cross Country 4K at the Northport VA Golf Course on Nov 8 to run a scenic grass course and support hospitalized and homeless veterans on Long Island. Post race snacks, awards, and fun runs add family appeal.

Take on Forbidden Run Fest on November 9, 2025 in Wissahickon Valley Park, Philadelphia. Choose a 10K, 10 mile, or adventurous half plus route that winds gravel and single track trails, with finisher swag and a 750 runner limit.

Raven Rocks Run (10k) at Ward Pound Ridge Reservation The Raven Rocks Run is a trail event held at Ward Pound Ridge Reservation in Cross River, NY. The in-person event includes a 10k trail run that climbs to the park's high points, passing..

Taconic Road Runners FDR Park Cross Country Run is a cross-country race held in Yorktown Heights, New York, at FDR Park. The event features a 6K course that includes almost two miles of the park’s trail system, with most of the route on sof..

RunWalk4Vets 5K is a 5K trail run/walk hosted at Lacawac Sanctuary in Lake Ariel, PA 18436, at 94 Sanctuary Road. The trail course blends running and walking on outdoor paths through the sanctuary grounds. Day-of registration begins at 8 a...

Run the Never Stop Running Foundation Long Island Turkey Trail Trot, a scenic 5K through Bethpage State Park on Nov 15, 2025. Family friendly with a kiddie dash and proceeds benefiting local youth and athlete development.

NYC Trail Mix : Staten Island (Nov 15, 2025) NYC Trail Mix is a trail running event on Staten Island organized by Redpoint Productions. The event benefits the Greenbelt Conservancy and is the third annual running of this race. The start/fin..

Red, White and Run 5K is a 5K trail run and walk held in Lackawaxen, Pennsylvania, at Veteran's Memorial Park (109 Scenic Drive, Lackawaxen, PA 18435). The course is a trail route designed for both runners and walkers. Special features incl..

NJ Trail Series SOMO Winter 1 is a trail running event held in South Orange, New Jersey, at South Mountain Reservation, with distances of 5K, 10K, and 13.1 miles on a looped course. The route blends fire roads, single-track, hills, and some..

Bill Bruno Alumni Cross Country Run is the 8th annual event held at Holmdel Park in Holmdel, NJ. The program offers a traditional 5K cross-country race for men and women and a 3K option, with both individual and team competition. Holmdel Pa..

Last Chance XC Championships is held at Oak Ridge Park, 136 Oak Ridge Road, Clark, New Jersey. The event includes a USATF-NJ 8k Championships, HS 5k (NJSIAA/NFHS sanctioned), Open 400m, Youth 3k, and Open 5k, plus a Boys/Girls/Coed 5k team..

Tarrywile Trail Weekend by Steep Endurance features marathon, half and 10K loop courses on rocky, rooty single track with park and lake views. This cupless race offers aid stations, a custom finisher medal and podium prizes.

FEAR Trail Fest 5 Miler is a trail race held at Lewis Morris Park in Morristown, New Jersey. The event features a 5-mile lollipop loop on the park’s Yellow Trail, with about 600 feet of total elevation gain. The course starts with a wide Pa..

Fifth Street Cross - Black Friday 100 is a quirky endurance event in Emmaus, Pennsylvania on the Fifth Street Cross course. Participants choose from 10k Run/Walk (4 laps), 13-mile Half Marathon (8 laps), 26-mile Marathon (16 laps), 50k Run..

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 even..

Squatchy Leftovers at South Mountain is a looped trail party with distances from a kids mile to a 50K on mixed carriage roads and technical singletrack. Aid at the start offers hot and vegan food and proceeds support Bigger Than The Trail.

Join the Never Stop Running Foundation 50/50 Turkey Trot, a scenic trail 5K at Belmont Lake State Park on November 30. Half of net proceeds are raffled to participants with winners present and the rest supports the foundation.

Take on a crisp late November trail at Stillwell Woods Preserve in Woodbury on November 30, 2025. Rob's Trail Run Edition features a scenic 5K with separate adult and high school youth divisions for runners of all levels.

The Chilly Trail Run will take place in Haverford on Saturday 6 December 2025. You can run 5 kilometers.

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..