Trail Running calendar near Garrison 2026-2027

Experience a magical 13.1 mile trail race through the rolling hills of Roosevelt Forest. Complete eight loops of a wooded course while supporting a children's book drive in this unique costume friendly event.

Trail races at YMCA Camp Sloper with a 400 minute loop challenge and a two lap four mile event on a roughly two mile wooded course.

Regional cross-country meet in Holmdel, NJ on November 21, 2026, featuring multiple 5K races and a 3K youth race. Top 10 boys and girls in the championship race qualify for the Brooks XC Nationals in San Diego.

A *5 miles* lollipop loop trail race in Lewis Morris Park, Morristown NJ, run mostly on the Yellow Trail with roughly 600 feet of elevation gain. The event limits entries to 120 runners, uses cupless stations and hemp bibs, and offers free..

A community Thanksgiving trail event on 11/26/2026 at Mill Pond Way Trail with a 3.5 mile run or walk, chip timing, post race yoga for participants, free water and snacks, and proceeds benefiting endometriosis research.

Inwood Hill Turkey Trot is a community 5K run/walk through Inwood Hill Park in New York City, offering live result updates, free finish line photos, awards for the top two men and women, and proceeds that support the Inwood Food Pantry.

A ninth annual charity 5K in Roxbury, Connecticut on November 26, 2026, with a 3.1 mile out-and-back course near Everett B. Hurlburt Community Park. Proceeds support local ambulance and scholarship funds and a food pantry collection.

5K and half mile fun run at John J. Burns Park on November 26, 2026 supporting local charities with awards, shirts for early registrants, and post-race refreshments.

A multi-distance trail party in West Orange, NJ using a 5K loop with mixed carriage roads and technical singletrack, aid station options, accessibility support, and charity fundraising.

Experience a 5K trail race through the scenic Stillwell Woods Preserve in Woodbury. This event honors the memory of Rob Lauterborn and supports the Center for Developmental Disabilities.

A repeated 3.3 mile out and back on the Tower Trail at Sleeping Giant State Park, with four hour and eight hour options and a cupless aid station at start and finish.

Trail races at South Mountain Reservation feature 5K, 10K and 13.1 miles on looped courses over fire roads, single track, hills and pavement, with aid about every three miles and race day registration available.

An ultramarathon in Prospect Park, Brooklyn on December 6, 2026 offering 50K and 50 mile looped courses with potluck-style aid, Skratch Labs hydration, chip timing, and finisher belt buckles.

Celebrate the holidays with a scenic run through the historic Shawnee Inn golf course and wooded trails. Enjoy live music and a complimentary craft beer at the ShawneeCraft Brewery finish line.

Trail loop event at Holmdel Park with roughly 50 km and halfish options over repeated 4.5 mile laps; proceeds benefit MissionCleanWater.

A weekend trail event in Blydenburgh County Park featuring a Backyard Ultra with 4.167 mile hourly loops and a separate 4.16 mile lapping race. A portion of proceeds supports the Long Island Greenbelt Trail Conference.

Experience an exclusive trail run through the scenic Roosevelt Forest in Stratford. This 5K event features a natural off-road course limited to a small group of participants and includes custom finisher medallions.

Trail races at South Mountain Reservation include 5K, 10K and 13.1 mile looped courses with aid stations every 3 miles. Courses use fire roads, single track, hills and some pavement and offer advance and day-of registration.

A January trail party in West Orange with a 5K loop plus timed 3 and 6 hour options, rucking divisions, and fundraising for the South Mountain Conservancy.

A onesie-themed trail 5K at Ramapo Valley County Reservation featuring a flat, scenic loop around Scarlet Oak Pond and accessible course options.