Trail Running calendar near Roxbury 2025-2026

The Running Wild at Wildwood 2.5 Mile Trail Run is an exciting outdoor event taking place at Wildwood State Park in Wading River. Scheduled for August 9, 2025, this trail run invites participants of all skill levels to enjoy the scenic beauty of the park while engaging in a healthy and fun activity...

The Interstate 17 Trail Run, taking place in Closter, NJ, is a challenging 17-mile race designed for experienced runners. Participants will navigate a rugged course featuring over 5,000 feet of elevation change, with stunning views along the Hudson River. The race consists of four loops, including a..

Climb It For Climate is an exciting running event set in the picturesque Catskill Mountains at Belleayre Resort. Participants can choose between a challenging 25K or a shorter 8K course, both offering stunning views and a chance to connect with nature. This event emphasizes sustainability, operating..

The Stonington Cross Country 5K is a running event scheduled for August 13, 2025, in Pawcatuck, Connecticut. This event features a 5K race along with a Children's 1/2 Mile, catering to young participants aged 10 and under. The race begins on the track at Stonington High School, followed by a scenic..

The Fabulous Fahnestock Trail Races, held in Fahnestock State Park, NY, offer a unique trail running experience with courses ranging from 5.5 miles to 50K. Participants can enjoy a mix of runnable dirt roads and challenging technical single track, making it suitable for both novice and experienced r..

The Jug End Loop Ultra is an exciting running event scheduled for August 23, 2025, at Jug End State Reservation in Egremont, MA. Participants can engage in a 6-hour ultra event, completing as many laps as possible on a scenic 4.2-mile course that features a mix of woods, fields, and an apple orchard..

The Dirty Dozen 50K is an ultra-running event set in New York City, challenging participants to complete a grueling 50-kilometer race consisting of 12 hilly loops in Forest Park. This event is designed for those who seek both physical and mental challenges, making it one of the tougher ultra-races i..

The FallApple event in South Orange, NJ, is a diverse running competition scheduled for September 6, 2025. Participants can choose from various distances, including a 5K, 10K, half marathon (13.1 miles), marathon, 50K, and 50 miles. The course features a mix of fire roads, single-track trails, hills..

The Macedonia Trail Race, hosted by Steep Endurance, takes place in Macedonia Brook State Park, Kent, CT, offering a unique trail running experience. Now in its 7th year, the event features stunning single-track trails, challenging climbs, and breathtaking viewpoints. Participants can choose from th..

The Wicked Mudder will take place in Southwick on Sunday 7 September 2025. You can run between 5 and 5 kilometers.

The Wahaneeta Trail Run is a 5K trail race taking place in Westerly, Rhode Island, as part of the WTAC Fall Race Series. This event emphasizes a "no frills" approach, foregoing modern amenities like t-shirts and extensive awards to keep costs low and logistics simple. Participants can enjoy a classi..

The Pawling 24 Hour Trail Running Festival is an exciting endurance event taking place in Pawling, NY, featuring a variety of race options including 24-hour, 12-hour, 6-hour, and 3-hour challenges. Participants will navigate a scenic loop course that combines pavement, grass, and single-track trails..

Run for the Hills is an annual 5K trail run and walk held at the Oswegatchie Hills Nature Preserve in Niantic, CT. This event invites participants to enjoy a scenic route around Clark Pond and through the beautiful coastal forests of the preserve. Proceeds from the race support the maintenance and c..

The Shawangunk Ridge Trail Run (SRT) is an exciting trail running event that showcases the stunning landscapes of the Shawangunk Mountains in New York. Participants can choose from three divisions: a 70-mile ultra, a 30-mile run, and a half marathon, catering to various skill levels. The event empha..

The Storybook Half Marathon is a friendly and inclusive running event taking place in Stratford, CT, on September 13, 2025. Participants can choose to run, jog, hike, or walk the scenic trail course, which features a mix of single and double track trails with some elevation. The event allows up to f..

The Charlie Stavros Memorial Beach Run is a free, end-of-summer 3-mile running event held at Westerly Town Beach, Rhode Island. Organized by the Westerly Track Club and the Stavros family, the race features a scenic route that includes a 1.5-mile out-and-back course along the beach at low tide. This..

The Wild Goose Trail Festival, taking place at Wawayanda State Park in Hewitt, NJ, is a vibrant running event scheduled for September 20-21, 2025. This festival features a variety of races, including distances from 1 mile to 100 miles, catering to runners of all levels. Participants can enjoy free c..

The Gardiner Dump Run is an exciting running event scheduled for September 21, 2025, in Gardiner, NY. Participants can choose between a 5k trail run or a 10k option, which consists of two laps of the 5k course. The race takes place on scenic single-track trails through wooded hillsides near the Wall..

The Cockaponsett Trails to a Cure is a running event taking place in Chester, Connecticut, featuring two trail races: a 4-mile and a 9-mile course through the scenic Cockaponsett State Forest. The course includes challenging terrain with roots, rocks, and hills, and is designed to accommodate runner..

The Angevine Farm Trail Festival, hosted by Steep Endurance, is a family-friendly running event taking place in Warren, CT. Celebrating its 7th year, the festival features a variety of races including a Half Marathon, an 8-hour endurance challenge, and a 5K, with options for participants to run alon..