Trail Running calendar near Chesterfield 2024-2025

We have found 43 Trailruns within 80 miles of Chesterfield. See below where and when you can find the races.

The West Rock Winter Fat Ass Extravaganza is an exciting running event taking place 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, grilled cheese, and snacks, while an aid station..

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..

February 2025

The Frigus Snowshoe Festival is an annual event organized by the Endurance Society, taking place at Moreau Lake State Park in Gansevoort, NY. The festival features a variety of race distances, including a challenging 60K ultramarathon, a 30K, a 15K, a 4.7-mile race, and a 1-mile kids' race. Particip..

The Saratoga Winterfest 5K Snowshoe Race is an exciting winter event taking place at Saratoga Spa State Park in Saratoga Springs, NY. Scheduled for February 2, 2025, this race welcomes both snowshoe hikers and runners. Participants can register on the day of the event, and snowshoes are available fo..

The Camp Saratoga 8K Snowshoe Race is an annual event held at the Wilton Wildlife Preserve & Park in Gansevoort, NY. Scheduled for February 8, 2025, this race invites participants to enjoy the scenic trails while snowshoeing. Registration is available on the day of the event, and snowshoe rentals ar..

March 2025

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 Northern Nipmuck Trail Race is a 16-mile trail running event held in Union, Connecticut, taking place on March 29, 2025. Organized by the Shenipsit Striders, the race features a scenic course that traverses the Nipmuck Trail and the Yale-Myers Forest. Participants can expect a challenging terrai..

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..

April 2025

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 TARC Spring Classic, organized by the Trail Animals Running Club, takes place at the Jericho Town Forest in Weston, Massachusetts. This event offers multiple distance options, including 10K, Half Marathon, Marathon, and 50K, catering to runners of all skill levels. The course features a relative..

The Jack Bristol Lake Waramaug Ultra Races, taking place on April 27, 2025, marks the 51st anniversary of this historic event, known as the oldest ultra race in Connecticut and the first 100K in the United States. Participants can choose from three distances: 100K, 50 miles, and 50K, all set on scen..

May 2025

The 7 Sisters Trail Race will take place in Amherst on Saturday 3 May 2025. You can run between 12 and 12 miles.

The Blue 2 Blue Challenge is a demanding 50K trail race set in New Haven, Connecticut, known for its challenging terrain and technical trails. Participants will navigate some of the toughest trails in the state, including the Regicides and Quinnipiac Trails, with a total elevation gain of approximat..

The Dandelion Dash and Mushroom Mile is a fun running event taking place in Hadley, MA, featuring a 5K trail run or walk and a 1-mile race suitable for participants of all ages. Scheduled for May 4, 2025, the event aims to support The Hartsbrook School's unique programming, which includes land stewa..

The Ansonia Trails 5K is a running event taking place in Ansonia, CT, designed for participants of the 169 Society. This second annual race features a unique course consisting of two laps around a 1.55-mile loop, making it slightly over or under a traditional 5K distance. Limited to 50 runners, the ..

The TARC Wapack and Back is a trail running event organized by the Trail Animals Running Club, taking place along the scenic Wapack Trail in Ashburnham, Massachusetts. Participants can choose from three distance options: 21.5 miles, 43 miles, and 50 miles. The course features challenging terrain wit..

The Tails & Trails State Forest Run, scheduled for May 17, 2025, in Pittsfield, MA, features three race distances: 50K, 25K, and 5 Miler. This event supports local animal rescue nonprofits, including Red Robin Song Animal Sanctuary, No Paws Left Behind, and Berkshire Bird Paradise, Inc. Participants..

The Chesterfield Gorge Ultra & 25k will take place in Chesterfield from Saturday 31 May 2025 to Sunday 1 June 2025. You can run between 11 and 100 miles.

June 2025

The Sunapee Scramble is an exciting mountain running event taking place on June 1, 2025, at Mount Sunapee in New Hampshire. Participants will tackle a challenging course that spans approximately 9.4 miles with a total elevation gain of 3,250 feet, featuring two laps that include both service roads a..

The IronHike Endurance Series - Spring 2025 takes place at Mohawk Mountain in Cornwall, CT, offering a unique blend of hiking and trail running from June 5 to June 8, 2025. Participants can choose from various events, including individual and team formats, with distances ranging from 15 to over 152 ..