Trail Running calendar near Danbury 2025-2026

We have found 118 Trailruns within 80 miles of Danbury. See below where and when you can find the races.

The Centurion Ultra Trail Event, part of the Roosevelt Forest Ultras series, is set to take place in Stratford, Connecticut, featuring a challenging 100-mile race with a loop course of 2.5 miles. Participants can earn one of three unique buckles based on their completion times: Red for under 24 hour..

July 2025

The Red Wing Trail Challenge, organized by Conquer The World Endurance, is set for July 6, 2025, in Lagrangeville, NY. Participants can choose between a 60K race featuring approximately 6,600 feet of elevation gain and a 15K race with about 1,650 feet of gain. The event promises a scenic trail exper..

The Rails to Trails 5K is a scenic point-to-point race held in East Hampton, CT, as part of the Old Home Days celebration. The race begins at the Connecticut Draft Horse Rescue and features a route that includes a shaded stretch along the Air Line Trail. Participants can enjoy a water station along..

The 7-11 Slurpee Day Ultra 60k is a unique running event taking place in Vernon, CT, on July 11, 2025. Participants will cover a distance of 37.5 miles, primarily on roads, while making stops at various 7-11 locations along the route. This self-supported run encourages camaraderie and fun, with a so..

Pinky’s Rock n Rolla is a unique trail running event taking place in Richmond Hill, NY. This four-mile race offers participants the chance to experience actual trail running through the scenic Forest Park, featuring natural terrain shaped by glaciation. The event is designed for both newcomers and s..

The Squatchy Surprise is an exciting endurance event taking place at South Mountain Reservation in West Orange, New Jersey, on July 26, 2025. This unique trail running experience challenges participants to draw colored golf balls to determine which of four loops they will run, adding an element of c..

The Second Annual Orange Runners Club Summer Sizzle XC5k is set to take place at the Rich Furst Sanfordville Elementary School XC Course in Warwick, NY. This exciting event features a 5k run or walk, along with a Kids Dash, promoting teamwork, dedication, and fun in the spirit of cross country runni..

The Soapstone Assault is a challenging approximately 5-mile trail race held at Soapstone Mountain, featuring a unique course that requires participants to climb the mountain six times. This event is designed for those seeking a rigorous hill workout, as runners navigate steep, rocky, and potentially..

August 2025

The MCW Westfield Ultra is an annual running event hosted by MissionCleanWater at Tamaques Park in Westfield, NJ. Participants can choose to run for 3, 6, 9, 12, or 24 hours, completing as many laps as possible around a 0.8-mile loop. The event welcomes runners of all skill levels and includes a fun..

The People's Forest 7-Mile Trail Run, now in its 26th year, is a prominent event in the USATF/CT Mountain Ultra Trail series. Scheduled for August 2, 2025, in Barkhamsted, CT, this race offers participants a scenic and challenging trail experience. The event is dedicated to the memory of Peter Hawle..

The Sweltering Summer Ultra is an annual 8-hour running event held at Clapp Park in Pittsfield, Massachusetts. Participants can run or walk as many laps as they choose on a certified dirt and cinder track, with a total of 74 laps required for marathon completion. The event features a unique aid stat..

The Running Wild at Wildwood 2.5 Mile Trail Run is an exciting outdoor event taking place at Wildwood State Park in Wading River. Scheduled for August 9, 2025, this trail run invites participants of all skill levels to enjoy the scenic beauty of the park while engaging in a healthy and fun activity...

The Interstate 17 Trail Run, taking place in Closter, NJ, is a challenging 17-mile race designed for experienced runners. Participants will navigate a rugged course featuring over 5,000 feet of elevation change, with stunning views along the Hudson River. The race consists of four loops, including a..

Climb It For Climate is an exciting mountain running event set in the picturesque Catskill Mountains at Belleayre Resort. Participants can choose between a challenging 25K or an 8K course, both offering stunning views and a chance to enjoy the great outdoors. This event emphasizes sustainability, op..

The Thunder Chicken Squatch is an exciting trail running event taking place at Stokes State Forest in Branchville, NJ. Scheduled for August 10, 2025, participants can choose from various distances, including a 17-mile race, a 10K, and a 5K, with special categories for rucking. The event honors milit..

The Fabulous Fahnestock Trail Races, held in Fahnestock State Park, NY, offer a unique running experience through the scenic Hudson Valley. Participants can choose from three distances: 50K, 25K, and a 5.5-mile race, all featuring a mix of runnable dirt roads and challenging technical single track...

The Jug End Loop Ultra is an exciting running event scheduled for August 23, 2025, at Jug End State Reservation in Egremont, MA. Participants can engage in a 6-hour ultra event, completing as many laps as possible on a scenic 4.2-mile course that features a mix of woods, fields, and an apple orchard..

The Dirty Dozen 50K is an ultra-running event set in New York City, challenging participants to complete a grueling 50-kilometer race consisting of 12 hilly loops in Forest Park. This event is designed for those who seek both physical and mental challenges, making it one of the tougher ultra-races i..

The Barn-B-Q Trail Festival is a unique outdoor celebration held at the restored Masker's Barn in Berkeley Heights, NJ. This event combines trail running and hiking with a lively barn party featuring BBQ, beer, wine, and various activities. Participants can enjoy self-guided trail tours, lawn games,..

September 2025

The FallApple event in South Orange, NJ, is a diverse running competition scheduled for September 6, 2025. Participants can choose from various distances, including a 5K, 10K, half marathon (13.1 miles), marathon, 50K, and 50 miles. The course features a mix of fire roads, single-track trails, hills..