Trail Running calendar near Shandaken 2025-2026

The Squatchy Onesiefest 5K is a unique winter trail running event scheduled for February 8, 2025, at the Ramapo Valley County Reservation in Mahwah, NJ. Participants are encouraged to wear their favorite onesies for a fun and memorable experience. The course features a scenic "lollipop" loop that ru..

The Newbsanity Frozen Four Miler is an exciting running event set in Binghamton, NY, featuring a unique course that takes participants through snowy wooded trails and hilly terrain. Scheduled for February 16, 2025, the event includes a standard 4-mile race, a rucking class where participants carry w..

The Frozen Toes 5 Miler is an exciting running event held in Cooperstown, NY, designed to kick off the new race season. This race embraces the challenges of winter weather, ensuring it will proceed regardless of snow, rain, or ice. Participants will navigate open fields and single-track trails, feat..

The Bullshit Backyard Ultra is a unique running event that follows the established Backyard Ultra format, where participants run a 4.167-mile loop every hour until only one runner remains. Set in Lenoxville, PA, the race features a day loop that covers approximately 70 acres of farmland, including p..

The Spring On The Trails Endurance Runs is an exciting annual event held in Lagrangeville, NY, featuring timed races of 3, 6, and 12 hours on a scenic 5k trail loop with approximately 250 feet of elevation gain per lap. Participants aim to complete as many loops as possible within their chosen time..

The Big Bear Squatch North is a challenging trail running event taking place at Harriman State Park in Bear Mountain, New York. Scheduled for April 5, 2025, this event features a half marathon and a 10K race, both known for their rugged terrain, steep climbs, and breathtaking views. Participants can..

The John Jay Community Trail Race is a competitive running event taking place in Cross River, NY, featuring a 5k race, a 4k Jay Walk, and a Kids Jay Dash. The 5k course winds through the scenic John Jay Community Cross Country Trail, offering challenging and hilly terrain. The 4k Jay Walk is a non-c..

The Sterling Squatch Half Marathon, part of the Squatchywaska Mountainfest, offers participants a challenging and scenic experience through the stunning trails of the Shawangunk Ridge. With two course options—25K and 10 miles—runners will navigate rugged terrain, steep climbs, and breathtaking views..

The Wawayanda Trail Fest is an exciting endurance event taking place in Vernon Township, NJ, featuring a variety of race distances including a 100K, 50 Mile, 50K, and Half Marathon. Set against a scenic backdrop of rhododendron tunnels, marsh bridges, and diverse terrain, the course offers a challen..

Squatchywaska Mountainfest is an exciting trail running event taking place in Ellenville, NY, featuring two challenging courses: a 25K and a 10-mile race. Participants will navigate stunning mountain singletracks, experiencing breathtaking views of the Catskills and the iconic Verkeerder Kill Falls...

The Jack Bristol Lake Waramaug Ultra Races, taking place on April 27, 2025, is a celebrated ultra-running event in Kent, Connecticut, marking its 51st anniversary. Known as the oldest 100K race in the United States, it features three race distances: 100K, 50 miles, and 50K, all set on scenic, primar..

Leatherman's Loop is a popular 10k trail race held annually in Cross River, NY, attracting participants of all ages. The event emphasizes community and outdoor activity, taking place in a scenic park setting. Due to its popularity, entry is determined through a lottery system.The registration fee in..

The Bear Mountain Trail Challenge is an exciting running event set in Bear Mountain State Park, located just an hour from New York City. Participants can choose from three race distances: a 50K, a half marathon (21K), and a 10K. The course features a diverse range of terrains, including short climbs..

XTERRA New Jersey is an exciting off-road sports event taking place in Wawayanda State Park, New Jersey. Scheduled for May 3-4, 2025, it is part of the XTERRA World Tour and features a variety of races, including off-road triathlons, duathlons, and trail runs. Participants can choose from multiple d..

Frosty Woods - a Winter Way over Yonder Trail Adventure is part of the 2023 Trail Run Series organized by Ready Set Go Adventures. This event features a variety of race distances, including a marathon, half marathon, 10K, and 5K, catering to runners of all skill levels. Participants can compete for..

The Breakneck Point Trail Runs, organized by Red Newt Racing, is a challenging trail running event set to take place on May 4, 2025, in Beacon, NY. Participants can choose between a half marathon (13.1 miles) and a full marathon (26.4 miles), both featuring significant elevation gains and technical..

The "3 Days at the Fair" event in Augusta, NJ, is a unique running festival scheduled for May 12-18, 2025. Participants can choose from various timed races, including 144, 72, 48, 24, 12, and 6-hour options, as well as marathon and 50K distances. The course features a certified one-mile loop, primar..

The Macho Trail Run is an exciting running event taking place in Stillwell Woods Preserve, Woodbury, NY. Scheduled for May 17, 2025, the event features two main races: a 5-mile Adult Trail Run and a 5-mile High School or Youth Trail Run. Participants will experience a unique trail running challenge..

The Tails & Trails State Forest Run, scheduled for May 17, 2025, in Pittsfield, MA, features three race distances: 50K, 25K, and a 5 Miler. This event supports local animal rescue nonprofits, including Red Robin Song Animal Sanctuary, No Paws Left Behind, and Berkshire Bird Paradise, Inc. Participan..

Loop the Lemur at the Ross Park Zoo is a unique running event scheduled for May 18, 2025, in Binghamton, NY. Participants can choose from various timed events, including a 6-hour, 2-hour, and 1-hour loop, as well as a family fun run. The course features a .8-mile loop within the zoo, where runners c..