Trail Running calendar near Red Hook 2025-2026

The VCP50k is an ultramarathon event taking place in Van Cortlandt Park, Bronx, NY, designed to cater to both novice and experienced runners. Established in 2023, the race features a challenging course consisting of ten loops of a classic cross-country track, with an overall elevation gain of approx..

The Frosty Woods - a Winter Way over Yonder Trail Adventure will take place in Ringwood from Saturday 3 May 2025 to Sunday 4 May 2025.

The 7 Sisters Trail Race is an exciting running event that features a series of wave starts based on anticipated finish times, ensuring a well-organized experience for participants. Runners are required to carry their own water, as the race is cupless, promoting sustainability. The event is capped a..

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, all set against a backdrop of scenic trails that feature diverse terra..

A Run to Remember is a community-focused running event taking place at The Farm Trails at Greig Farm in Red Hook, NY. Scheduled for May 3, 2025, the event features a 5K Trail Run and a 5K Walk, designed to promote health and camaraderie among participants. The scenic course winds through meadows, fo..

The Dandelion Dash and Mushroom Mile is a vibrant running event taking place in Hadley, MA, featuring a 5K trail run or walk and a 1-mile fun run suitable for participants of all ages. Scheduled for May 4, 2025, this event aims to support The Hartsbrook School's educational programs, which focus on..

The Breakneck Point Trail Runs, organized by Red Newt Racing, is a challenging trail running event set to take place on May 4, 2025, 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..

The Blue 2 Blue Challenge is a demanding 50K trail race set 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 approximat..

The Ansonia Trails 5K is a 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 slightly over or under a traditional 5K distance. Limited to 50 runners, the..

The "3 Days at the Fair" event in Augusta, NJ, is a unique running festival scheduled for May 12-18, 2025. Participants can choose from various timed races, including 144, 72, 48, 24, 12, and 6-hour options, as well as marathon and 50K distances. The course features a certified 1-mile loop on a mix..

The Tails & Trails State Forest Run, scheduled for May 17, 2025, in Pittsfield, MA, features three race distances: 50K, 25K, and a 5 Miler. This event supports local animal rescue nonprofits, including Red Robin Song Animal Sanctuary, No Paws Left Behind, and Berkshire Bird Paradise, Inc. Participan..

The Run Ragged Last Person Standing event, hosted by the CT Trailmixers, is an exciting endurance race set in the rugged terrain of Ragged Mountain, Berlin, CT. Participants will tackle a challenging 3.11-mile loop, with one hour to complete each lap. The race continues until only one runner remains..

The Macho Trail Run is an exciting running event taking place in Stillwell Woods Preserve, Woodbury, NY. Scheduled for May 17, 2025, the event features two main races: a 5-mile Adult Trail Run and a 5-mile High School or Youth Trail Run, promoting fitness and community engagement. Participants are e..

C'mon Armageddon is an exhilarating running event set in the challenging terrain of Norvin Green State Park, West Milford, NJ. Scheduled for May 18, 2025, participants can choose from three race distances: a grueling 50K with over 7000 feet of elevation gain, a 10 Miler with 2000 feet, or a 5 Miler..

The Spring Run The Farm event, scheduled for May 18, 2025, in Katonah, NY, features a 5-mile trail race and two kids' races. The main event is open to participants aged 6 and older, while the kids' races cater to ages 7-12 and 6 and under. The race takes place at Muscoot Farm, showcasing the area's..

The Mine Hill Half Marathon, hosted by Steep Endurance, is touted as one of the toughest road half marathons in Connecticut. Set against the picturesque backdrop of the Mine Hill Distillery in Roxbury, participants will enjoy stunning views of farms and fields while navigating a challenging course...

The Chesterfield Gorge Ultra & 25k is a unique running event held at the Chesterfield Gorge Reservation, featuring a 'choose your own adventure' format. Participants can select from various distances, including 100 miles, 100k, 50 miles, 50k, and 25k, with staggered starts to manage the flow of runn..

The Peach Hill "Run For the Hill of It" 5K is a cross-country running and walking event taking place at Peach Hill Park in Poughkeepsie, NY. Participants will traverse scenic trails, reaching the highest point in the town for stunning views. Open to all ages, the event encourages both runners and wa..

The Plattekill Mountain Race, taking place on June 1, 2025, in Roxbury, NY, features a challenging 6.5-mile course with a significant elevation gain of 3,500 feet, perfect for those seeking an epic mountain challenge. Additionally, a 5k race is available for participants looking for a shorter experi..

The IronHike Endurance Series - Spring 2025 takes place at Mohawk Mountain in Cornwall, CT, from June 5 to June 8, 2025. This unique event combines hiking and trail running, offering participants various challenges, including individual and team formats. Events range from 12 to 84 hours, with distan..