Trail Running Calendar New York 2025-2026

Moreau Half is a scenic, challenging 14 mile trail race around Moreau Lake State Park on November 1, 2025. Expect technical singletrack, big climbs and a true backcountry feel for a rewarding day on the trails.

Join the 9th annual Fall Back Into The Trails Series at Red Wing Recreation Area in Lagrangeville on Nov 1 and 2, 2025 with options from a single 10k to a rugged 100k across looped trails. Aid, camping and custom finisher medals await.

Run a scenic 3.25 mile loop through the vines at Schulze Vineyard & Winery in Burt, NY on November 1, 2025. Celebrate with live music, snacks and the winery open for tastings, plus awards and keepsake prizes.

Take on the Buffalo Beast, a 3 mile trail race at Kissing Bridge All Seasons Resort on Nov 1, 2025, featuring technical singletrack, steep climbs and over 800 feet of elevation gain. First 50 entrants get a commemorative pint glass and top..

Challenge yourself in the Saratoga Stryders Fall Back 5 Mile Trail at Saratoga Spa State Park, featuring rolling ridges, single track, grassy stretches and a stair climb. Enjoy a scenic, challenging course and post race prizes.

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.

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..

Take on the Dirt Cheap Stage Race, a three day trail series at Mendon Ponds Park Nov 7 to 9, 2025. Pick one, two or all three stages from a short time trial to an 11 mile epic and enjoy post race food and finisher swag.

Run the scenic Pocantico Hills Marathon or Half Marathon on Nov 8 2025 in Sleepy Hollow NY, a loop through Rockefeller State Park Preserve with rolling hills and Hudson views. Proceeds support local park and trail groups.

Push your limits at the Clark 6 hour Classic, a timed trail challenge at scenic Clark Reservation near Jamesville, NY. Run as many 1.7 mile laps as you can on varied gravel, dirt and rocky sections and finish the Salt City Trail Running ser..

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.

Run a scenic 10K up Mt Beacon to the firetower and back on rugged Hudson Highlands trails with steep climbs and autumn views. Part of the Beacon Bonfire festival, the race ends with refreshments, a shirt and festival perks.

USATF Long Island hosts an 8K cross country championship at Bethpage State Park on Nov 9, 2025 for adults 18 and over. Competitive team and individual racing with medals and live results make for a great fall race.

Celebrate Veterans Day with the Clear Path 5k Trail Run, a beginner friendly route on peaceful trails at Clear Path for Veterans campus. Enjoy scenic views from Oswego to the Adirondack foothills while supporting veterans and their families..

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..

Enjoy a runnable 5k loop through pine corridors and rolling trails in Manorville, NY, perfect for runners, hikers and walkers. Choose 3 hour, 6 hour or 12 hour options at this inaugural race with an aid station, training runs and early swag..

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.

Test your endurance on the Manchester Gateway Trail by completing as many 2.3 mile out and back laps as you can in six hours. Entry helps fund the local dog park and well behaved leashed dogs are welcome.

Run Staten Island's scenic singletrack at NYC Trail Mix on Nov 15 2025, weaving through Blood Root Valley, High Rock and La Tourette. Choose 50M, 50K or half marathon distances and support the Greenbelt Conservancy.