Trail Running calendar near Windsor 2024-2025

The Mine Hill Half Marathon in Roxbury, CT is known as the toughest road half marathon in Connecticut, offering breathtaking views of farms, fields, and vistas. The course starts and finishes at the Mine Hill Distillery, providing a scenic backdrop and an exciting after-party. Participants can also ..

The Connecticut Ultra Traverse (CUT) offers two trail running options: a 112-mile course and a 50-mile course, both following the Blue Blazes of the New England Trail. The challenge of the #CUT112 is to run the entire state of Connecticut from the MA border to Long Island Sound without stopping to s..

The Peach Hill "Run For the Hill Of It" 5K will take place in Poughkeepsie on Saturday 1 June 2024. You can run 5 kilometers.

The Ironhike Endurance Series - Spring will take place in Cornwall from Saturday 1 June 2024 to Tuesday 4 June 2024. You can run between 15 and 152 miles.

The Sunapee Scramble is a mountain race taking place on June 2nd, 2024, in Sunapee, NH. The race covers a distance of slightly under 6 miles with 1900 feet of elevation gain. Participants will start at the base of Mount Sunapee, follow a service road halfway up the mountain, then join the Newbury Tr..

The Plattekill Mountain Race is back for its second edition, offering a challenging course of 6.5 miles with 3500ft of elevation gain. Participants will traverse up, down, and around the ski slopes and trails of Plattekill, testing their limits. This year, there is also a 5k option for those looking..

The Flanders Field & Forest 5K is the ninth annual trail run/walk hosted by Flanders Nature Center & Land Trust in Woodbury, CT. The event aims to promote health and fitness, showcase Flanders' properties, and raise funds to support their mission of preserving land and educating about nature. Partic..

The Drummer Hill Trail Races in Keene, NH offer 50K, 37.5K, 25K, and 12.5K distances on a mostly new course. Participants can choose the number of 12.5k laps they want to complete, with a maximum of 4 laps for a 50k run. The terrain includes technical single track, old jeep roads, and significant el..

The Nipmuck South Trail Race is a 14.5-mile out-and-back trail run in Mansfield, CT, following the scenic Fenton River for much of the course. The race features three water stops and support for road crossings, with a cut-off time of 2:00 hours. Runners can expect varied terrain including bridge cro..

The Brooksvale 12-Hour trail run is a first-year event taking place in Hamden, CT. Participants have the option to run 50 miles, a marathon, a 50k, or challenge themselves further. The course is a somewhat runnable 4.25-mile loop with 500 feet of gain each loop. Aid stations are available every 4.25..

The Summer Solstice Trail Run takes place at 435 North St in Hebron, CT. For more information about the race, including registration details and course specifics, visit the Hartford Marathon website.

The Pawling Moonlight Trail Run 5K, Strawberry Moon Edition, will take place on June 21, 2024, at Lakeside Park in Pawling, NY. The course features a mix of grass terrain, dirt trail, and single track with some roots/rocks, including a "field of glowberries." Participants are required to use a light..

Manitou’s Revenge is a 53-mile ultramarathon through the Catskill Mountains, starting in Windham, N.Y., and finishing in downtown Phoenicia, N.Y. This challenging course features approximately 15,000 ft. of climbing, rocky terrain, and limited aid stations, requiring runners to be self-sufficient fo..

The 11th annual Vegan Power trail run offers 50K, 25K, and a new 5-miler distance in Pittsfield State Forest, MA. The event supports local animal sanctuaries and is organized by the Berkshire Ultra Running Community for Service (BURCS). Runners will enjoy a beautiful 5-mile loop on single track trai..

Participants can join the Viking Trail Run at Sunny Hill Resort in Greenville, NY, on June 29, 2024. The trail run offers a 4-mile course, a 4-hour multilap course, and a 4-hour multilap relay. The route includes hard pack gravel, single track, grass, and small sections of pavement, providing scenic..

The Climb It For Climate trail run in the Catskills offers both 25K and 8K options, with challenging courses featuring significant elevation gain and stunning views of the Catskill High Peaks. The event aims to raise donations for The Catskill Center and promote environmental awareness. Participants..

The Springfield Stars & Stripes Fun Run & Walk is a 7.4K run or 4K walk event taking place on Independence Day at the Toonerville Trail trailhead in Springfield, VT. The course follows a mostly flat out-and-back route along the scenic Black River. Registration fees are $20 by July 2 and $25 on race ..

The Bromley Mountain's 2nd Annual Sun Mountain Challenge offers 5K, 10K, 25K, and 50K races for all levels of trail runners. The event promises mountain views, beautiful trails, and gradual ascents and descents, providing a true trail running experience. Participants can enjoy 360-degree mountaintop..

The Seventh Annual Red Wing Trail Challenge will take place on Sunday, July 7th, 2024, at Red Wing Recreation Area in Lagrangeville, NY. Participants can choose between a challenging 60k race with roughly 6600ft of gain or a 15k trail race with about 1650ft of gain. The course is a 15k trail loop th..

The Rails to Trails 5k will take place in East Hampton on Friday 12 July 2024. You can run 5 kilometers.