Trail Running calendar near Monroe 2024-2025

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 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 Morris County Empanada Trail Run offers a scenic 5K and 10K run/walk through the beautiful trails of Central Park in Morris County. Participants can enjoy a mixed terrain course featuring dirt, grass, and gravel, along with some hills. Each registration includes a unique finisher medal, a shirt,..

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..

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 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..

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..

XTERRA New Jersey is an exciting off-road event taking place in Wawayanda State Park, known for its beautiful trails and clear lake. Scheduled for May 3-4, 2025, this event is part of the XTERRA World Tour and offers a variety of races, including off-road triathlons, duathlons, and trail runs. Parti..

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..

TPK Bad Decisions is an exciting 30-hour team race held in Andover, NJ, designed for four-person teams. This event combines elements of adventure racing and problem-solving, challenging participants with various tasks that require navigation, teamwork, and outdoor skills. Teams will face three types..

The Centurion Ultra Trail Event is an exciting ultra-running challenge set in Roosevelt Forest, Stratford, CT, featuring a 100-mile race with various buckle achievements based on completion times. Participants can earn Red, White, or Blue Buckles by finishing within 24, 30, or 33 hours, respectively..

Pinky’s Rock n Rolla is a unique 4-mile trail race held in Forest Park, Queens, featuring actual hiking trails rather than bridle paths or gravel roads. This event is designed for both newcomers to trail racing and experienced runners looking to achieve personal records. Participants can enjoy a sce..

The Squatchy Surprise is an exciting endurance running event taking place at South Mountain Reservation in West Orange, NJ. Participants will face unique challenges as their course choices are determined by drawing colored golf balls, with the option to select their own loop if they draw a black bal..

The Interstate 17 Trail Run in Closter, NJ, offers a challenging 17-mile course that showcases stunning views along the Hudson River. Participants navigate a rugged four-mile loop featuring steep descents, rocky scrambles, and scenic trails, with a total elevation change exceeding 5,000 feet. The ra..