Trail Running calendar near Wading River 2024-2025

The Squatchy Leftovers Trail Race, taking place on November 30, 2024, at South Mountain Reservation in West Orange, NJ, offers a variety of distances including 5K, 10K, 25K, and 50K. This family-friendly event supports the non-profit Bigger Than The Trail, which provides cost-free therapy for indivi..

The PPTC Endurance Fest is an exciting running event held in Prospect Park, Brooklyn, featuring a choice between a 50-mile or 50-kilometer race. Participants will navigate a looped course that honors NYC's ultramarathon heritage, completing either 9 or 15 loops of 3.33 miles each. The race starts an..

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 ..

SRC Presents: A Backyard Ultra is a unique ultramarathon event held at Blydenburgh County Park in Hauppauge, NY. Participants run a distance of 4.167 miles every hour on the hour, with the challenge continuing until only one runner remains who can complete the loop. This event emphasizes endurance o..

The NJ Trail Series SOMO Winter event features a variety of running distances, including a 5K, 10K, and a half marathon (13.1M), all set within the scenic South Mountain Reservation. Participants will navigate a mix of fire roads, single track trails, and hills, with aid stations available approxima..

The Frosty Forest 5K is a unique trail running event held in Roosevelt Forest, Stratford, CT. This year marks the final running of the Frosty Forest 5K, with a limited capacity of 50 participants. Runners are encouraged to embrace the holiday spirit by dressing in festive costumes while enjoying the..

The NJ Trail Series SOMO Winter event features a variety of running distances, including a 5K, 10K, and a half marathon (13.1M), all set within the scenic South Mountain Reservation. Participants will navigate a mix of fire roads, single track trails, and hills, with aid stations available approxima..

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 offers 5K, 3-hour, and 6-hour options, with proceeds benefiting the South Mountain Conservancy. The course featu..

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

The Squatchapple Trail Race, taking place in West Orange, NJ, offers a variety of distances including 11 miles, 20 miles, 50K, and 50 miles, catering to runners and hikers of all ages and abilities. Set in the scenic South Mountain Reservation, participants will navigate a series of loops starting a..

The Livingston Oval Ultra is an exciting running event held in Livingston, NJ, featuring three race durations: 1 hour, 3 hours, and 6 hours. Participants aim to complete as many laps around a USATF-certified, fast, and flat oval course as possible within their chosen time limit. The event promotes a..

The Northern Nipmuck Trail Race is a 16-mile trail running event held at Bigelow Hollow State Park in Union, CT. Revived in 2022 after a hiatus, this race maintains a low-key atmosphere and a friendly community spirit. The course follows the Nipmuck Trail, featuring technical terrain and scenic view..

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

Big Bear Squatch North is an exciting running event held in Bear Mountain, NY, featuring a half marathon and potentially other distances ranging from 5K to 50K. Due to storm damage affecting the trails, the course has been rerouted multiple times in recent years. The organization is currently assess..

The John Jay Community Trail Race features a competitive 5k run and a non-competitive 4k walk, both set on the scenic John Jay Community Cross Country Trail in Cross River, NY. The challenging course winds through wooded trails and concludes at the John Jay Contest Track & Field. Additionally, a Kid..

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

Shore2Shore is an exciting running event taking place in East Islip, NY, featuring a scenic 50K and 25K race along the beautiful Suffolk County Long Island Greenbelt Trail. The race starts at Sunken Meadow and concludes at Heckscher State Park, offering participants a picturesque journey through tow..

The Jack Bristol Lake Waramaug Ultra Races, taking place on April 27, 2025, marks the 51st anniversary of this historic event, recognized as the oldest ultra race in Connecticut and the first 100K in the United States. Runners can choose from 100K, 50-mile, and 50K distances, all set on a scenic, pr..

The Forgotten Forest Ultra Run in Stratford, CT, is a unique 9-hour trail running event held in Roosevelt Forest. Participants can choose to run, jog, hike, or walk on a well-marked loop with an elevation gain of approximately 131 feet per loop. This friendly competition is limited to 25 participant..

The Breakneck Point Trail Runs, organized by Red Newt Racing, is a challenging trail running event held at University Settlement Camp 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..