Trail Running calendar near Roxbury 2025-2026

The Mount Archer Trail Race, taking place in Lyme, CT, features two exciting events: the Moore Trail (9.2 miles) and the Sprint (3 miles). This inaugural race invites both experienced trail runners and newcomers to explore the scenic trails of Mount Archer. Participants can enjoy chip-timed races, a..

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 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 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 Northern Nipmuck Trail Race is a 16-mile trail running event held in Union, Connecticut, organized by the Shenipsit Striders. Revived in 2022 after a hiatus, the race maintains a friendly, low-key atmosphere, attracting both novice and experienced runners. The course traverses the Nipmuck Trail,..

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 Mt. Toby Ultra is a trail running event offering three distance options: 13k, 24k, and 50k, each showcasing the scenic beauty of Mt. Toby.The race serves as a fundraiser for Girls on the Run of Western Massachusetts, promoting joy, health, and confidence among girls through running. Participants..

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 Spring SOMO Timed Trail Races is a running event scheduled for April 12, 2025, at South Mountain Reservation in South Orange, NJ. Participants can choose from various race formats, including a 3K loop, 6K loop, and timed events lasting 1, 3, or 6 hours. The course features a mix of single track,..

The Brookhaven Trail 15K and 4 Mile Trail Run is set to take place at Brookhaven State Park in Wading River, NY. This popular event features a challenging course that includes various trail conditions, from single-track paths to sandy sections, all within the scenic woodlands of Suffolk County. Part..

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..

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 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..