Trail Running calendar near New Paltz 2026-2027

Squatchapple Trail Race The Squatchapple is a trail running and hiking event held at the South Mountain Reservation in West Orange, New Jersey. It offers four distances: an 11-mile, a 20-mile, a 50K, and a 50-mile race. The course consists..

Traverse the historic Lenape Trail on a 34 mile, self-supported run from Newark to South Mountain Reservation. The route offers diverse urban and natural scenery, from city parks to mountain lookouts. Participants are responsible for carryi..

Experience a scenic trail run through Bethpage State Park with the 4 Leaf Clover 5K. Enjoy a mostly flat course, post race refreshments, and a festive atmosphere supporting the Never Stop Running Foundation.

Experience a rugged trail run or hike through the scenic Mahlon Dickerson Reservation. Choose between 5 or 10 mile distances and enjoy a post race reward of donuts and a finisher medal.

The Mt. Tammany 10 is a grueling 40-mile ultramarathon in New Jersey's Delaware Water Gap. Runners complete ten loops, each climbing over 1,000 feet to the summit of Mt. Tammany. This event promises tough, technical terrain with mountain vi..

Conquer the trails at Worthington State Forest in this arduous 30K or 50K+ event. Runners tackle a technical 6.7-mile loop with significant elevation. Finishers of both distances earn a commemorative award.

Run the historic 34-mile Lenape Trail from Newark to Millburn, traversing 18 parks. Choose to go solo or as a relay team, with full support including aid stations and shuttles. This charity event supports MissionCleanWater's work to provide..

Course and Distances The Sleeping Giant Trail Runs take place at Sleeping Giant State Park in Hamden, Connecticut. The event offers two distances: 25 km: A single loop with over 3,000 feet of vertical gain. 50 km: Two loops of the 25 km co..

Run the scenic cross country trails of Central Park in Morris County and celebrate your finish with a custom medal and a delicious empanada.

The Fool's Adventure is a ten hour foot rogaine on March 29, 2026 in Wayne, New Jersey. Competitors navigate more than 100 checkpoints across eight square miles of rugged wilderness using maps and a compass while recording checkpoint eviden..

This trail race offers a rugged 10k course through historic Van Cortlandt Park in the Bronx. A free Kids Fun Run is also part of the event. Part of the registration fee supports local trail maintenance and youth programs.

Tackle the rugged trails of Harriman State Park in this mountain trail run. Choose between a challenging 10K with 1,400 feet of climb or a half marathon with over 2,600 feet. The event supports local trail maintenance and includes a rucking..

Experience a timed trail event at South Mountain Reservation featuring a 1.88 mile loop of single track and fire roads. Choose between set lap distances or timed challenges up to six hours.

A 5K run and walk at Bethpage State Park on April 4, 2026 with a free kiddie run and a virtual 5K window, trail terrain, on-site amenities, and proceeds benefiting the Never Stop Running Foundation.

Run a unique quarter marathon distance on the paved trails of West Hartford Reservoir. This chip timed 6.55 mile race features a two loop course with post race treats and age group awards.

A *5K* trail run/walk through Blydenburgh County Park on April 11, 2026 with in-person and virtual options, on-site refreshments and hydration, dog-friendly rules, and proceeds supporting Last Chance Animal Rescue.

A fast, point-to-point half marathon descending from Slingerlands to the Hudson River in Albany. The course features paved rail trails and offers amenities like live tracking, gear check, and a post-race celebration. A free shuttle bus mana..

Experience the John Jay Community Trail Race in Cross River featuring a hilly 5k trail run a 4k walk and a kids dash. Support a local community trail built by volunteers while enjoying a course through woods and campus fields.

A 5K race winds through Heckscher Farm and forest trails at the Stamford Museum and Nature Center. Children can join a short fun run past friendly farm animals. The event offers a unique running experience surrounded by nature.

Experience a beautiful trail run through the Irvington Woods with 5K and 1K distances. This rain or shine community event features finishers medals for all participants and supports the Irvington Bulldog Booster Club.