Trail Running calendar near Massapequa 2024-2025

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 along the Tower Trail, which features a scenic ascent to the Observation Tower. Each loop covers approximately 3.4 miles, wi..

Christmas in the Pines is a festive 4-mile trail race held at Jakes Branch Park in Beachwood, NJ. The course features mildly technical trails winding through pine trees and packed dirt, making it suitable for both seasoned runners and beginners. Participants can enjoy a holiday atmosphere with music..

The Tough Cookie 8K Trail Race, organized by the Northport Running Club, takes place at Sunken Meadow State Park in Kings Park, NY. This challenging trail race features a scenic course with views of the Long Island Sound and includes unique water stops with cookies. Participants can enjoy a festive ..

The Frosty Forest 5K is a unique trail running event taking place in Roosevelt Forest, Stratford, CT. This festive race encourages participants to embrace the holiday spirit by dressing in costumes while enjoying the natural beauty of the trails. Runners, joggers, hikers, and walkers are all welcome..

The Frosty Woods - A Winter Way Over Yonder Trail Adventure is part of the 2024 Way Over Yonder Trail Run Series, taking place in the scenic Ringwood State Park. This event features a variety of race distances, including a Half Marathon, 10K, and 5K, catering to runners of all abilities. Participant..

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 race celebrates the winter solstice on December 21, 2024, featuring a scenic and hilly course that showcases the area's na..

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 a variety of refreshments, including pizza, soup, and snacks, while an aid station provides essential supp..

The Cross Island 20 Miler Trail Run is an annual event organized by the Long Island Trail Running Club, taking place on December 28, 2024, in Massapequa, NY. This unique trail run spans from Long Island's South Shore to the North Shore, attracting enthusiastic runners who enjoy the camaraderie of li..

The NJ Trail Series SOMO Winter 3 is a running event taking place in South Orange, NJ, featuring three race distances: 5K, 10K, and 13.1 miles. The course is designed to incorporate a variety of terrains, including fire roads, single track trails, and hills, providing a challenging experience for pa..

The Frosty Fat Sass is an annual trail running event taking place on January 25, 2025, in West Orange, NJ. This family-friendly event offers participants the choice of a 5K, 3-hour, or 6-hour run/hike on a scenic loop starting at the Turtleback Rock Picnic Area. Proceeds from the event benefit the S..

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 race features a "lollipop" course that runners will complete twice ..

The Febapple Frozen 50M, 50K, 20M, and 10M is a running event scheduled for February 22, 2025, in South Orange, New Jersey. Participants can choose from four distances: 50 miles, 50 kilometers, 20 miles, and 10 miles, all set within the scenic South Mountain Reservation. The race features a 10-mile ..

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..

The Livingston Oval Ultra is an exciting running event taking place in Livingston, NJ, where participants can challenge themselves to complete as many laps as possible around a certified flat and fast oval course within one, three, or six hours. Scheduled for March 8, 2025, this event encourages run..

The Lenape Trail Run is a self-supported 34-mile running event taking place on March 8, 2025, in Millburn, NJ. Participants will gather at the Locust Grove trailhead and take a train to Newark, from where they will run back along the historic Lenape Trail. This trail, established in 1982, is one of ..

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

The MCW Lenape Runventure is a unique running event taking place over two days, featuring the 36-mile Lenape Trail in Millburn, NJ. Participants can join on either March 29 or March 30, 2025, with a mandatory fundraising goal of $1,000 to support clean water initiatives in Uganda. The event offers a..

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 set in Hamden, Connecticut, featuring two race distances: a 25K and a 50K. The course showcases the diverse terrain of Sleeping Giant State Park, with over 30 miles of trails that include smooth carriage roads and techn..

Big Bear Squatch North is an exciting trail running event set to take place in Bear Mountain, NY, featuring a variety of distances ranging from 5K to 50K. The course has undergone several reroutes in previous years due to storm damage, particularly from July 2023, which has affected trail accessibil..