Trail Running calendar near Cornwall Bridge 2025-2026

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.

Join the 45th Annual Veterans Cross Country 4K at the VA Medical Center golf course on November 8, 2025. Scenic grass course, a free half kilometer fun walk, awards and snacks with proceeds supporting hospitalized and homeless veterans.

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.

Join the Centerville Bank Thompson Turkey Trot on November 9 for a family friendly cross country 5K, 3K Wobble walk and kids fun run with costumes encouraged. Proceeds benefit Thompson trails, parks and the local food pantry.

Join Taconic Road Runners for a relaxed 6K through FDR Park on November 9, 2025, now held as a club fun run and meeting. Enjoy soft trails, commemorative running gloves and hot drinks by the warming fire while you meet fellow runners.

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.

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.

Run through pine corridors and soft needle paths on a runnable 5k loop with 270 feet of climb per lap in Manorville NY. Choose a 3, 6, or 12 hour challenge, enjoy a stocked aid station, and support the Long Island Greenbelt.

Run or walk a scenic 5K at Bethpage State Park for the Never Stop Running Foundation Turkey Trail Trot, with a free Kiddie Dash and virtual option. Join November 15, 2025 to support the foundation and enjoy post race treats.

Run the Brookhaven Trail Half Marathon or 5 Mile through single track, fire trails and sandy woodlands at Brookhaven State Park near Wading River NY. Half marathoners vie for cash, a wood finisher medal and post race refreshments.

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 a lively 5K at Clifton City Hall on Sunday, November 16, 2025, featuring a race T shirt and postrace music, raffles and healthy snacks. Age group awards and special recognition for first responders add extra excitement to this 500 poin..

Take on the Fall Fling 400 at YMCA Camp Sloper in Southington CT on Nov 22, 2025. Choose a unique 400 minute loop endurance challenge or a 4 mile two lap trail race through wooded single track and rolling hills.

Brave frosty singletrack through scenic Ringwood woods with 5K, 10K and half marathon options for every trail runner. Finish with a warm post race party serving food, drinks and winter views.

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.

Hit the Brooksvale Trails Turkey Trot at Brooksvale Park in Hamden for scenic 5K and 10K trail runs that are friendly to runners and walkers. Enjoy swag and maple bacon donuts while supporting park trails and a local food drive.

Tackle an accurately measured 8K cross country course through the MDC Reservoir Complex in West Hartford on Sunday, November 23, 2025. Rolling gravel and trail terrain with a touch of pavement make this a scenic challenge for all paces.

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.

Run a scenic trail half marathon around two glacial lakes and along the Shawangunk Ridge at Minnewaska State Park, with sweeping views into five states. Limited to 300 runners, chip timed with a finisher gift and refreshments.