Trail Running calendar near Stratford 2025-2026

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..

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..

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..

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..

Run scenic trails around Watchaug Pond at Burlingame State Park with 8 mile and 4 mile options in the Lil Rhody Runaround. Close out the WTAC Fall Race Series while soaking up classic New England fall scenery.

Located in Brookhaven State Park, Wading River, NY, the Brookhaven Trail Half Marathon and 5 Mile offer two trail-running distances. The course traverses a mix of Suffolk County woodlands, including single-track, fire roads, sandy sections,..

Event details The Tarrywile Half Marathon is a trail running event held on November 16 at Tarrywile Park, 70 Southern Blvd., Danbury, Connecticut. The event offers three distances: Marathon Half Marathon 10K Registration tiers vary by dat..

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..

Event details Fall Fling 400 is organized by the CT Trailmixers at YMCA Camp Sloper in Southington, Connecticut on November 22, 2025. The event offers two main entry options: 400-minute run on a roughly two-mile loop 4 Mile (two laps of th..

Brooksvale Trails Turkey Trot : November 23, 2025 The Brooksvale Trails Turkey Trot takes place in Hamden, CT, at Brooksvale Park (524 Brooksvale Avenue). The event is organized by Live Loud Running and the Town of Hamden and is the third a..

Join the Roxbury Thanksgiving Day Charity Race for a festive 5K through Everett B. Hurlburt Community Park. Support local causes and burn off holiday calories with friends and neighbors this Thanksgiving morning.

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..

Event details The Squatchy Leftovers is a trail race on Saturday, November 29, 2025, at South Mountain Reservation, 374 Walker Road, West Orange, NJ. Distances offered include: 50K - 10 loops 25K - 5 loops 10K - 2 loops 5K - 1 loop 1 Mile..

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 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..

Test your endurance at the Tower Tag Challenge in Sleeping Giant State Park with 4 hour and 8 hour timed options on repeated 3.3 mile loops to the Observation Tower. Bring your own cup, enjoy finisher swag, and support the park.

Event overview The PPTC Endurance Fest takes place in Prospect Park, Brooklyn, NY on Sunday, December 7, 2025. The event offers two distance options: 50 Miler 50k Registration closes on Thu, December 4 at 11:59 PM ET. Course and event ser..