Trail Running calendar near Garrison 2025-2026

Join the 8th annual Bill Bruno Alumni Cross Country Run at Holmdel Park on November 15, 2025 for community 5K and 3K races. Expect team and individual competition, chip timing, and a commemorative mug for the first 150 entrants.

Hit the trails at the Red, White and Run 5K in Lackawaxen's Veteran's Memorial Park on November 15, 2025. Enjoy a scenic trail run or walk, friendly competition, and awards for top finishers across age groups.

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..

Chase a fast PR at the Last Chance XC Championships in Oak Ridge Park, Clark NJ on November 16. The USATF New Jersey 8k championship runs on a double loop pancake flat course, with personalized bibs, oversized medals and free action photos.

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 the Old Bridge Sayreville Rotary Club for a 5K trail run and walk on Sunday, November 16, 2025 at Sayreville Sports Complex to support veterans housing. Rain or shine event with dog tags for all and shirts for preregistered runners.

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.

Tackle scenic single track and rolling climbs in the FEAR Trail Fest 5 mile at Lewis Morris Park on Nov 23, 2025. Open to first timers and seasoned trail runners, with limited spots, prizes and free course previews before race day.

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.

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.

Join Somers' 7th Annual Thanksgiving Turkey Trot for a scenic but challenging 5K on the cross country trail and a family friendly 1 Mile fun run. Medals for all and shirts for early registrants add holiday cheer.

Run or walk this Thanksgiving on a scenic 5k trail around Scoville Reservoir in Wolcott with medals, swag and timed results. Enjoy pre race stretching and free post race yoga, family and dog friendly, with proceeds supporting EndoFound.

Join the Inwood Hill Turkey Trot, a festive Thanksgiving 5k through scenic Inwood Hill Park in northern Manhattan. Enjoy a family friendly run while supporting the Inwood Food Pantry and celebrating community spirit.

Join the Darien Depot Overstuffed Turkey Trot at Darien High School on Nov 28 for 5K, 1 mile and kids races on scenic cross country trails, with medals for all finishers. Proceeds support The Depot youth center and post race music and food.