Trail Running calendar near Kingston 2025-2026

We have found 90 Trailruns within 80 miles of Kingston. See below where and when you can find the races.

TPK Bad Decisions is an exciting 30-hour team event held in Andover, NJ, where four-person teams tackle a series of mandatory challenges. This unique competition combines elements of adventure racing and problem-solving, requiring participants to navigate, carry heavy loads, and complete various tas..

The Brooksvale 12-Hour event is a unique running challenge taking place in Hamden, CT, where participants can test their endurance over a 12-hour period on a scenic 4.25-mile loop with a total elevation gain of 500 feet. Runners can aim for various distances, including 50 miles, marathons, or 50k, m..

The Centurion Ultra Trail Event, part of the Roosevelt Forest Ultras series, is set to take place in Stratford, Connecticut, featuring a challenging 100-mile race with a loop course of 2.5 miles. Participants can earn one of three unique buckles based on their completion times: Red for under 24 hour..

July 2025

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 60K race featuring approximately 6,600 feet of elevation gain and a 15K race with about 1,650 feet of gain. The event promises a scenic trail exper..

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 in Vernon, CT, on July 11, 2025. Participants will cover a distance of 37.5 miles, primarily on roads, while making stops at various 7-11 locations along the route. This self-supported run encourages camaraderie and fun, with a so..

The Squatchy Surprise is an exciting endurance event taking place at South Mountain Reservation in West Orange, New Jersey, on July 26, 2025. This unique trail running experience challenges participants to draw colored golf balls to determine which of four loops they will run, adding an element of c..

The Second Annual Orange Runners Club Summer Sizzle XC5k is set to take place at the Rich Furst Sanfordville Elementary School XC Course in Warwick, NY. This exciting event features a 5k run or walk, along with a Kids Dash, promoting teamwork, dedication, and fun in the spirit of cross country runni..

August 2025

The People's Forest 7-Mile Trail Run, now in its 26th year, is a prominent event in the USATF/CT Mountain Ultra Trail series. Scheduled for August 2, 2025, in Barkhamsted, CT, this trail run offers participants a scenic and challenging course through the beautiful People's Forest. The event is open..

The Landis Arboretum 5K Forest Run is an annual event held in Esperance, NY, showcasing a scenic cross-country course through the Arboretum's forests and meadows. Participants can enjoy stunning views of the Schoharie Valley while competing in this 19th edition of the race. The event features age gr..

The Sweltering Summer Ultra is an annual 8-hour running event held at Clapp Park in Pittsfield, Massachusetts. Participants can run or walk as many laps as they choose on a certified dirt and cinder track, with a total of 74 laps required for marathon completion. The event features a unique aid stat..

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 Thunder Chicken Squatch is an exciting trail running event taking place at Stokes State Forest in Branchville, NJ. Scheduled for August 10, 2025, participants can choose from various distances, including a 17-mile race, a 10K, and a 5K, with special categories for rucking. The event honors milit..

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 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 four race distances: 10K, 13.1M, 26.2M, and 50K, allowing runners to experience the park's beautiful trails. The festival promotes a..

September 2025

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 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..