Trail Running calendar near Kingston 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 Mahlon Winter Donut Trail Run & Hike features a scenic adventure through the beautiful trails of Lake Hopatcong, NJ. Scheduled for February 9, 2025, participants can choose from three distances: a 5-mile course, a 10-mile course consisting of two loops, and a half marathon (13.1 miles) that show..

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..

Squatchapple is a trail race event taking place on March 8, 2025, at the South Mountain Reservation in West Orange, NJ. Participants can choose from various distances, including 11 miles, 20 miles, 50K, and 50 miles, making it suitable for runners and hikers of all skill levels. The event supports t..

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 Enchanted Forest Ultra Run is a unique 6-hour trail race set to take place on March 29, 2025, in Stratford, CT. This event features a 2.3-mile loop course with an elevation gain of 191 feet, perfect for both novice and experienced runners. Participants can run, jog, hike, or walk as many laps as..

The Morris County Empanada Trail Run is a vibrant running event taking place in Morris Plains, NJ, featuring both a 5K and a 10K run/walk. Participants can enjoy a scenic course that includes mixed terrain, such as dirt, grass, and gravel. Each registration includes a long-sleeved shirt, a unique fi..

The Urban Environmental Challenge 10k, organized by the Van Cortlandt Track Club, is an annual trail race held in the scenic Van Cortlandt Park in the Bronx, New York City. This rugged and technical race features a 10k course consisting of two loops through the park's trails. Participants can enjoy..

The Lost Brook Trail Race is an exciting running event taking place in Tenafly, NJ, featuring both 10K and 5K courses through the scenic Lost Brook Preserve. Participants will navigate a natural terrain filled with rocks, roots, and footbridges, making for a challenging yet enjoyable experience. The..

The Sleeping Giant Trail Runs, set in the iconic Sleeping Giant State Park in Hamden, CT, promises to be one of the toughest trail races in the Northeast. Participants can choose between a challenging 25K or a grueling 50K course, featuring over 30 miles of diverse terrain, including smooth carriage..

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 Farm & Forest All-Terrain 5K & Kid Fun Run is scheduled for April 6, 2025, at the Stamford Museum & Nature Center in Stamford, CT. This exciting event features a scenic 5K course that begins at the Fedele Family Plaza and winds through Heckscher Farm, allowing participants to encounter various f..

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 race is set on the challenging John Jay Community Cross Country Trail, which includes wooded areas and hilly terrain. The 4k Jay Walk offe..

The Traprock 50 is a challenging trail running event held at Penwood State Park in Bloomfield, CT, featuring two race distances: a 50K and a 17K. The course consists of approximately 10.5-11 miles per loop, with the 50K requiring three loops and the 17K one loop. Runners will navigate a mix of techn..

The 47th Annual Woods and Lakes Run is set to take place in Mountain Lakes, New Jersey, featuring both a 10K and a 5K race. Open to participants aged 30 and over, the event promises a scenic course that includes a mix of macadam walkways, gravel paths, and wooded trails, with potential challenges su..

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..

The Lake Mohegan Trail Race is a women's only trail running event held in Fairfield, CT, organized by Steep Endurance. Aimed at promoting trail running among women, the event features three race options: a 5K, a 10K, and a 4-hour challenge where participants can run or walk as many laps as possible..

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..