Trail Running calendar near Maplecrest 2025-2026

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.

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.

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.

Challenge yourself at Steep Endurance's 8 Hours at the Farm in Brookfield, a rolling 4 mile loop of single track and farm trails. Choose 8 hour, 4 hour, or 4 mile distances, enjoy finisher swag, and support local nonprofits.

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.

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..

Join the Dave Driscoll 19th Annual Age Before Beauty 5K cross country at White Memorial in Litchfield on Sunday, November 9, 2025. Enjoy a scenic all cross country course as the first race of the day ahead of the Junior Olympics.

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..

Run scenic, hilly single track at the Tarrywile Half Marathon on November 16, 2025 in Danbury CT with 10K, half marathon and marathon options. Rugged terrain, aid stations and finisher medals make for a rewarding trail day.

Join the 4th Annual Sargent Elementary Turkey Trot in Beacon, NY for a family friendly 5K on the scenic Long Dock Park trails plus a Kids Fun Run on campus. Enjoy a food drive, live DJ, refreshments, awards and new team sign ups.

Join a scenic trail 5K or bring kids to a fun run at Hilltop Hanover Farm, a historic working farm and environmental center. This family fun fundraiser gives 5K finishers a $5 farm stand credit and supports the Friends of Hilltop.

Join the Roxbury Thanksgiving Charity Race, a scenic 5K in Roxbury, Connecticut, starting and finishing at Everett B. Hurlburt Community Park. Run or walk to celebrate the season and support local causes.

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.

Celebrate the Sunday after Thanksgiving at Gorge après Gorge in Chesterfield Gorge with a timed 5k, family fun walk, and new kids race. Finishers earn locally baked cookie medals and a warm postrace potluck to benefit Hilltown Land Trust.

Try snowshoe racing at Mountain Creek on January 31, 2026 with a scenic ridge 5k or a relaxed one mile finish. Ride the lift to the top, bring your own snowshoes, and enjoy a fun winter run for all abilities.

Run rugged trails at Big Bear Squatch North in Harriman State Park on April 4, 2026 with half marathon, 10K and ruck divisions. Expect steep climbs, scrambling terrain and sweeping Hudson Valley and NYC skyline views.

Run the John Jay Community Trail Race on April 12 in Cross River NY with a scenic hilly 5k through wooded school trails finishing on the track. Family friendly with a 4k walk, a 200m Kids Jay Dash and limited shirts for early registrants.

Take on the rugged Traprock trail at Penwood State Park with a single 17K loop or three loops for the 50K for a true trail challenge. Expect rocky, technical single track, rolling terrain and great forest views.

Tackle rugged singletrack, cliffs and glacial ledges on the Shawangunk Ridge in this scenic mountain trail race offering 25K and 10 mile courses. Proceeds support Run Wild's campaign to protect Verkeerder Kill Falls.