Trail Running calendar near Kent 2024-2025

The Northern Nipmuck Trail Race is a 16-mile trail running event held at Bigelow Hollow State Park in Union, CT. Revived in 2022 after being discontinued in 2012, the race maintains a low-key atmosphere and a friendly community spirit. The course follows the Nipmuck Trail, featuring technical terrai..

Spring on the Trails Endurance Runs is an exciting annual event held in Lagrangeville, NY, featuring timed races of 3 hours, 6 hours, 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 chos..

The Sleeping Giant Trail Runs is an exciting and challenging trail running event held in Hamden, Connecticut, featuring 50K and 25K race options. Set in the iconic Sleeping Giant Park, the course offers a mix of smooth carriage roads and technical, rocky singletrack trails, with over 3,000 feet of e..

Big Bear Squatch North is an exciting running event held in Bear Mountain, NY, featuring a half marathon and various distances ranging from 5K to 50K. The course has undergone multiple reroutes in recent years due to storm damage, particularly from July 2023, which has affected trail accessibility. ..

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

Shore2Shore is an exciting running event taking place in East Islip, NY, featuring a scenic 50K and 25K race along the beautiful Suffolk County Long Island Greenbelt Trail. Participants will experience a point-to-point course that starts at Sunken Meadow and finishes at Heckscher State Park, with we..

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

The Sterling Squatch Half Marathon is a thrilling trail running event set in the stunning Gunks region, featuring two challenging courses: a 10-mile and a 25K route. Participants will navigate through picturesque mountain singletracks, experiencing breathtaking views, including the iconic Verkeerder..

The Wawayanda Trail Fest is an exciting running event taking place in Wawayanda State Park, NJ, featuring a variety of challenging trail distances including a 100K, 50 Mile, 50K, and Half Marathon. Participants will navigate through scenic trails adorned with rhododendron tunnels, marsh bridges, and..

The Jack Bristol Lake Waramaug Ultra Races, celebrating its 51st anniversary on April 27, 2025, is a prestigious ultra-running event held in Kent, Connecticut. It features three distances: 100K, 50 miles, and 50K, making it the oldest 100K race in the United States. The course consists of scenic, pr..

Leatherman's Loop is a popular 10k trail race held annually in Cross River, NY, attracting participants of all ages, from 7 to 107. The event is scheduled for April 27, 2025, and features a lottery system for entry due to its high demand. The registration fee includes the park's entry fee, streamlin..

XTERRA New Jersey is an exciting off-road sports event taking place in Wawayanda State Park, known for its beautiful trails and clear lake. Scheduled for May 3-4, 2025, this event is part of the XTERRA World Tour and offers a variety of races, including off-road triathlons, duathlons, and trail runs..

The Bear Mountain Trail Challenge is an exciting running event held at 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 terrain, including short climbs..

The Forgotten Forest Ultra Run is a unique 9-hour trail running event held in Roosevelt Forest, Stratford, CT. Celebrating its 10th and final edition, participants can choose to run, jog, hike, or walk on a well-marked loop with an elevation gain of 131 feet per loop. The event is limited to 25 part..

The Blue 2 Blue Challenge is a demanding 50K trail race held in New Haven, Connecticut, known for its challenging terrain and technical trails. Participants will navigate some of the toughest trails in the state, including the Regicides and Quinnipiac Trails, with a total elevation gain of approxima..

The Breakneck Point Trail Runs, organized by Red Newt Racing, is a challenging trail running event held 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 terrain. The course includes ..

The Dandelion Dash and Mushroom Mile is a community running event taking place in Hadley, MA, featuring a 5K trail run/walk and a 1-mile fun run. Scheduled for May 4, 2025, the event aims to engage participants of all ages, promoting outdoor activity and family involvement. Proceeds from the event s..

The Ansonia Trails 5K is a vibrant running event taking place in Ansonia, CT, designed for participants of the 169 Society. This second annual race features a unique course consisting of two laps around a 1.55-mile loop, making it a fun challenge for runners. Limited to 50 participants, the event pr..

The "3 Days at the Fair" event in Augusta, NJ, scheduled for May 12-18, 2025, offers a variety of ultra-running challenges, including 144-hour, 72-hour, 48-hour, 24-hour, 12-hour, and 6-hour races, as well as marathon and 50K options. The course features a certified one-mile loop on a mix of pavemen..

The Spring Run The Farm event will take place at Muscoot Farm in Katonah, NY, on May 18, 2025. This exciting running event features a 5-mile trail race for participants aged 6 and older, along with two kids' races: one for ages 7-12 and another for children aged 6 and under. The event aims to showca..