Trail Running calendar near Milford 2025-2026

The The Chase Screening will take place in Emmaus on Tuesday 22 April 2025.

The Squatchywaska Mountainfest will take place in Ellenville on Saturday 26 April 2025. You can run between 10 and 25 kilometers.

The Wawayanda Trail Fest is an exciting endurance event taking place in Wawayanda State Park, New Jersey. Scheduled for April 26, 2025, the festival features a variety of race distances, including a new 100K option, alongside 50-mile, 50K, and half marathon races. Participants will navigate through..

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 Jack Bristol Lake Waramaug Ultra Races, taking place on April 27, 2025, is a celebrated ultra-running event in Connecticut, marking its 51st anniversary. This historic race features three distances: 100K, 50 miles, and 50K, all set around the scenic Lake Waramaug. Participants can expect well-st..

"Your Story Matters" is a Falcon 5K Run/Walk event aimed at raising mental health awareness, taking place at Jefferson Township High School in Oak Ridge, NJ. The event features a Youth Color Run for children, encouraging them to participate in a fun and colorful experience, and a 5K Trail Run for pa..

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 known for its scenic course and community spirit, and entry is determined through a lottery system due to high demand. The registration fee includes the par..

The Conquer The Trail 5k is an annual running event celebrating its 10th year, taking place at Mercy University in Dobbs Ferry, NY. This year, the race will feature a flat and fast out-and-back course along the Old Croton Aqueduct Trail, with a single hill before the finish. Proceeds from the event..

The 47th Annual Woods and Lakes Run is a running event taking place in Mountain Lakes, New Jersey. This event features two races: a traditional 10K and a simultaneous 5K, both open to participants aged 30 and over. The scenic course includes a mix of macadam walkways, gravel paths, and wooded trails..

The Trails To the Sky 50k/10k is a trail running event scheduled for May 3, 2025, at Voorhees State Park in Hunterdon County, New Jersey. The race features scenic, runnable trails with elevation gains of approximately 900 feet for the 10k and 4,500 feet for the 50k. The 50k race is recognized as a U..

XTERRA New Jersey is an exciting off-road sports event taking place in Wawayanda State Park, New Jersey. Scheduled for May 3-4, 2025, it is part of the XTERRA World Tour and features a variety of races, including off-road triathlons, duathlons, and trail runs. Participants can choose from multiple d..

The VCP 50K 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 appro..

The Green Traill 5K is an annual running event taking place in Easton, PA, on May 3-4, 2025. This unique race is set in a cemetery, offering participants a scenic route through 84 acres of rolling hills and historic monuments. The event features a 5K run, a 2-mile untimed walk, and a Kids Fun Run, m..

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 Bear Mountain Trail Challenge is an exciting running event set in 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 terrains, including short climbs..

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 honor loved ones who have passed away while promoting health and togetherness. Participants ca..

The MCW Branch Brook Classic is a running event held in Newark, NJ, at Branch Brook Park, coinciding with the Cherry Blossom Festival. Participants can choose between a 3-hour or 6-hour race on a flat, 2-mile loop course made of soft regenerative rubber, ideal for fast running or impact reduction. T..

The Breakneck Point Trail Runs, organized by Red Newt Racing, is a challenging trail race held in Beacon, NY, on May 4, 2025. The event features a half marathon (~14.5 miles, 4,800’ gain) and a full marathon (~26.4 miles, 9,000’ gain), both offering technical terrain, steep climbs, and breathtaking..

The Bruynswick Winery Run for UCSPCA is a 4.5-mile cross-country race organized by the Shawangunk Runners, taking place at the scenic Kiernan Farm/Bruynswick Winery in Gardiner, NY. This event aims to support the Ulster County SPCA, which is facing increasing demands due to the rising number of anim..

The Miller Mountain Trail Challenge is an exciting running event taking place in Tunkhannock, PA, featuring a challenging 25K and a shorter 5-mile course. The 25K route includes approximately 4,700 feet of elevation gain, with four significant climbs offering stunning views of the Susquehanna River..