Trail Running calendar near Kingston 2024-2025

We have found 58 Trailruns within 80 miles of Kingston. See below where and when you can find the races.

The Brooksvale Trails Turkey Trot, taking place on November 24, 2024, in Hamden, CT, features both a 10K and a 5K trail race. This event serves as a food drive for the Hamden Food Bank, encouraging participants to bring non-perishable food items. The race offers a unique trail running experience, wi..

The Roxbury Thanksgiving Day Charity Race is a 5K running event held annually in Roxbury, Connecticut, aimed at promoting community spirit and supporting local charities. Participants run a 3.1-mile course at the Everett B. Hurlburt Community Park.The event encourages runners of all ages and abiliti..

The Squatchy Leftovers Trail Race is set to take place at South Mountain Reservation in West Orange, NJ, offering participants the choice of running or hiking distances of 5K, 10K, 25K, or 50K. This family-friendly event supports the non-profit organization Bigger Than The Trail, which provides cost..

December 2024

Gorge après Gorge is an annual 5k trail run and free family fun walk held in the Hilltowns, featuring a scenic course along the Wild and Scenic Westfield River. Participants receive cookie medals, and unique knitted hats are awarded to top finishers. The event includes a community potluck with baked..

Rob's Trail Run Edition is a running event taking place at Stillwell Woods Preserve in Woodbury, NY, on December 1, 2024. The event features two main races: a 5K Adult Trail Run and a 5K High School or Youth Trail Run, catering to participants of different age groups. This event aims to honor the me..

The Tower Tag Challenge is an exciting running event taking place at Sleeping Giant State Park in Hamden, CT. Participants can choose between 8-hour and 4-hour options, racing up and down the scenic Tower Trail, which leads to an Observation Tower. Each loop covers approximately 3.4 miles, allowing ..

Seth's Fat Ass 50K is an exciting running event taking place in Springfield, MA, at Forest Park. Participants can choose to complete one, two, or all ten loops of the 50K course, with a total time limit of seven hours to finish. The event promises to provide custom schwag for all participants, inclu..

The Frosty Woods - A Winter Way Over Yonder Trail Adventure is part of the 2024 Way Over Yonder Trail Run Series, taking place in Ringwood, NJ. This event features a scenic winter trail running experience with courses for a Half Marathon, 10K, and 5K, each offering unique challenges and beautiful vi..

The Frosty Forest 5K is a unique running event taking place in Roosevelt Forest, Stratford, CT. This will be the final edition of the race, inviting participants to enjoy a scenic trail run while embracing the holiday spirit. Runners can choose to run, jog, hike, or walk the 5K course, with the opti..

The Squatchy Solstice 5K, hosted by Sassquad Trail Running and the New York-New Jersey Trail Conference, takes place at Hilltop Reservation in Cedar Grove, NJ. This unique trail run celebrates the shortest day of the year, with proceeds supporting trail maintenance efforts. Participants can expect a..

The West Rock Winter Fat Ass Extravaganza is an exciting running event held in Hamden, CT, featuring 1.6-mile loops around Lake Wintergreen for a duration of eight hours. Participants can enjoy an aid station with various refreshments, including pizza, soup, and snacks. The event encourages self-sup..

January 2025

The Dar Snowshoe Scramble is a fun and low-key running event that offers participants the option to snowshoe or trail run, depending on snow conditions. The course is approximately 3.8 miles, with potential variations between 5k and 10k. The event emphasizes enjoyment over competition, with no forma..

The Frosty Fat Sass is an annual trail running and hiking event held in West Orange, NJ, designed for participants of all ages and skill levels. Scheduled for January 25, 2025, this event features various distances, including a 5K, 3-hour, and 6-hour challenge, all set within the scenic South Mounta..

February 2025

The Squatchy Onesiefest 5K is a unique winter trail running event taking place at the Ramapo Valley County Reservation in Mahwah, NJ. Participants are encouraged to wear their favorite onesies for a fun and memorable experience. The course features a scenic "lollipop" loop that is beginner-friendly,..

March 2025

Squatchapple is a trail race event taking place on March 8, 2025, at the South Mountain Reservation in West Orange, NJ. Participants can choose from various distances, including 11 miles, 20 miles, 50K, and 50 miles, making it suitable for runners and hikers of all ages and abilities. The event supp..

Spring on the Trails Endurance Runs is an exciting annual event held in Lagrangeville, NY, featuring timed races of 3 hours, 6 hours, 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 chos..

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 Sleeping Giant Trail Runs is an exciting and challenging trail running event held in Hamden, Connecticut, featuring 50K and 25K race options. Set in the iconic Sleeping Giant Park, the course offers a mix of smooth carriage roads and technical, rocky singletrack trails, with over 3,000 feet of e..

April 2025

Big Bear Squatch North is an exciting running event held in Bear Mountain, NY, featuring a half marathon and various distances ranging from 5K to 50K. The course has undergone multiple reroutes in recent years due to storm damage, particularly from July 2023, which has affected trail accessibility. ..

The Traprock 50 is a challenging trail running event held at Penwood State Park in Bloomfield, CT, featuring two race distances: a 17K and a 50K. The course consists of approximately 10.5-11 miles per loop, with the 50K requiring three loops. Runners will navigate a mix of technical single track and..