Trail Running calendar near Kingston 2025-2026

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 ultra event taking place in Roosevelt Forest, Stratford, CT. Participants can run or hike as many miles as they wish within the time limit, with a goal of completing a 50K distance. The course features a 2.3-mile loop with a mix of single and double..

The Morris County Empanada Trail Run is a scenic running event taking place in Morris Plains, NJ, featuring both a 5K and a 10K run/walk. Participants can enjoy a unique experience on the trails of Central Park of Morris County, with a course that includes mixed terrain. Each registration includes a..

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, taking place at Tenafly Nature Center, offers participants a choice between a 5K and 10K trail run through the scenic Lost Brook Preserve. This event, which began in 2010, aims to connect the community with nature while supporting the center's mission of conservation and e..

The Sleeping Giant Trail Runs is a challenging new race set in one of Connecticut's iconic parks, known for its diverse trails. Participants can choose between a 25K and a 50K course, with the 25K loop featuring over 3,000 feet of elevation gain. The event showcases a variety of terrains, from smoot..

The Big Bear Squatch North is an annual trail running event held at Harriman State Park in Bear Mountain, New York. Scheduled for April 5, 2025, this challenging race features a half marathon and a 10K, both showcasing the park's rugged terrain, steep climbs, and stunning vistas. Participants can ex..

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 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 Grafton 15K is an exciting running event set in the scenic Grafton Lakes State Park, featuring a challenging course that spans approximately 9.3 miles with an elevation gain of 900 feet. This spring race is designed to be accessible for new trail runners, offering technical yet runnable trails...

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 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 typically sees 30-40% female participation. In 2024, over 125 runners participated, showcasing the event's growing popularity..

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 Wawayanda Trail Fest is an exciting endurance event taking place in Wawayanda State Park, NJ, featuring a variety of race distances including a 100K, 50 Mile, 50K, and Half Marathon. Participants will navigate through scenic trails filled with rhododendron tunnels, marsh bridges, and diverse ter..

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. This historic race features three distances: 100K, 50 miles, and 50K, all set around the scenic Lake Waramaug. Participants can enjoy we..

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 Forgotten Forest Ultra Run, taking place in Stratford, CT, is a unique 9-hour trail running event set in the scenic Roosevelt Forest. Participants can choose to run, jog, hike, or walk on a well-marked loop with an elevation gain of 131 feet per loop. This event is limited to 25 participants, en..

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..