Trail Running calendar near Yorktown Heights 2025-2026

The Tough Cookie Trail Run 5K is a trail-running event held at Prospect Point Park in Lake Hopatcong, New Jersey. The course is a 5K on local trails, inviting runners, walkers, and hikers to join a morning of strength, spirit, and community..

Cheshire Community YMCA 5K Harvest Trail Run in Cheshire, CT, is a race around Ives Farm. The all-ages event winds through fields and trails on the farm, starting and finishing at the remodeled barn. Proceeds support the YMCA’s Cheshire com..

The USATF New Jersey Association Open & Masters 8K Cross Country Championship will take place in Peapack and Gladstone on Sunday 26 October 2025. You can run between 8 and 8 kilometers.

RACE FOR THE GREENWAY 5K RUN / WALK takes place at Hallock State Park in Riverhead, NY. The mostly flat off-road 5K course weaves through parkland with views of beaches, vineyards, ponds, and forests, featuring loose gravel and grass underf..

Join the 9th annual Fall Back into the Trails at Red Wing Recreation Area in Lagrangeville NY for two days of scenic, supported loop trail racing with 10K 50K and 100K options. Custom finisher medals, camping and UTMB index for longer races..

Event information The People in Need - Day of the Dead 5K is scheduled for Sunday, November 2, 2025, in Fresh Meadows, New York. The event is a charity 5K walk/run organized to raise funds and awareness for People in Need. The event locatio..

Run or stroll through historic Alice Newton Street Park at the Woodbridge Trail Run plus Woodland Walk, with a challenging two loop 4 mile course and an easy 2 mile walk to the falls. Participants receive custom tech T shirts and post event..

Join the Day of the Dead Charity 5K in Fresh Meadows to support People in Need and services for immigrant communities. Enjoy a family friendly two lap course through Cunningham Park with awards for top finishers.

8 Hours at the Farm brings trail runners to Brookfield CT for timed loops on scenic farm and single track trails. Choose 8 hour or 4 hour timed events or a 4 mile race, bring your own cup and race for a handcrafted finisher medal.

Event overview The Beacon Bonfire 10K takes place in Beacon, NY on Saturday, November 8, 2025. The event is a 10K trail race that starts and finishes at the Mt Beacon Trailhead. Registration closes Thu, Nov 6 at 11:59 PM ET. The race has a..

Choose Marathon or Half Marathon on a single loop through Rockefeller Preserve, a rolling hilly course with Hudson River and Palisades views amid fields, forests and stone walls. Proceeds support local conservation groups.

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 the Raven Rocks 10k trail race at Ward Pound Ridge, starting in the meadow and climbing to Raven Rocks Overlook and the Fire Tower Summit. Enjoy rugged woods, a rewarding downhill finish, and support for Friends of Trailside Museum.

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..

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..