Trail Running calendar near Roxbury 2024-2025

The MCW Lenape Runventure is a unique running event taking place over two days, featuring the 36-mile Lenape Trail in Millburn, NJ. Participants can join on either March 29 or March 30, 2025, with a mandatory fundraising goal of $1,000 to support clean water initiatives in Uganda. The event offers a..

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..

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..

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..

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..

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 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..

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..

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 MCW Branch Brook Classic is a running event taking place at Branch Brook Park in Newark, NJ, featuring 3-hour and 6-hour races. Set against the backdrop of the Cherry Blossom Festival, participants will navigate a flat 2-mile loop designed for speed and comfort. The event aims to raise funds for..

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 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 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 composed of pavemen..