Trail Running calendar near Southwick 2025-2026

The Rensselaerville Ramble Trail Run & Walk offers participants a choice of 2, 5, or 8-mile courses through the scenic E.N. Huyck Preserve in Rensselaerville, New York. Runners and walkers will enjoy beautiful trails featuring historic landmarks, vernal ponds, a large lake, and waterfalls.The event..

The Centurion Ultra Trail Event is a challenging running competition set in the picturesque Roosevelt Forest in Stratford, Connecticut. Scheduled for June 28-29, 2025, this event features multiple race options, including 100 miles, 100K, and 50 miles, with a unique loop course of 2.5 miles. Particip..

The Red Wing Trail Challenge, organized by Conquer The World Endurance, is set for July 6, 2025, in Lagrangeville, NY. Participants can choose between a challenging 60K race, featuring approximately 6,600 feet of elevation gain, or a 15K race with about 1,650 feet of gain. The event promises a vibra..

The Notchview Ultra is an exciting multi-day running event scheduled for July 11-14, 2025, in Windsor, MA. Participants can choose from various race formats, including 100.7 miles, 72 hours, 48 hours, 24 hours, 12 hours, and 6 hours, all set on a scenic 1.9-mile loop trail. The event features well-s..

The 7-11 Slurpee Day Ultra 60k is a unique running event taking place on July 11, 2025, in Connecticut. Participants will cover a self-supported distance of 37.5 miles, stopping at various 7-11 locations along the route. The event encourages a fun and relaxed atmosphere, with no strict course or pac..

The Soapstone Assault is a challenging trail running event that takes place around Soapstone Mountain, covering approximately 5 miles. Participants will tackle a rigorous course that requires them to ascend the mountain six times, making it a demanding hill workout. The race features steep, rocky, a..

The Sweltering Summer Ultra is an annual running event held in Pittsfield, Massachusetts, featuring an 8-hour race on a certified dirt and cinder track. Participants can run or walk as many laps as they choose, with a total of 74 laps required to complete a marathon distance. The event includes a un..

The Stonington Cross Country 5K is a running event scheduled for August 13, 2025, in Pawcatuck, Connecticut. This race features a 5K course and a Children's 1/2 Mile, catering to participants of all ages. The race begins on the track at Stonington High School, followed by a scenic route that include..

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. The event features a mix of runnable dirt roads and challenging technical single track, making it suitable for both novice and experienced runne..

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 uphill and downhill terrain. The ev..

The Thacher Park Trail Running Festival, established in 2014, takes place at Thacher State Park in Voorheesville, NY. This scenic event offers participants a choice of distances, including 10K, half marathon (13.1M), marathon (26.2M), and ultra marathon (50K). The festival showcases the park's beaut..

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 run on a scenic loop course that combines pavement, grass, and single track trails,..

The Shawangunk Ridge Trail Run (SRT) is a scenic running event taking place in the Shawangunk Mountains, New York, featuring three divisions: a 70-mile ultra, a 30-mile run, and a half marathon. The trail showcases diverse landscapes, including wetlands, waterfalls, and stunning views across five st..

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 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 trail running event taking place in Chester, Connecticut, featuring two race options: a 4-mile and a 9-mile course through the scenic Cockaponsett State Forest. The challenging terrain includes roots, rocks, and hills, with water stations provided along the rou..