19th Holdenwood Trail Run 2K/5K/10K

The Holdenwood Trail Run returns for its nineteenth year on September 27, 2026, offering runners the opportunity to explore scenic trails and challenging terrain around Shirley, Massachusetts. The race features three distances: a family-friendly two-kilometer route, a lively five-kilometer option, and a more demanding ten-kilometer course.
The event kicks off at 9:30 AM with the start of the 2K run, followed by the 10K runners setting out from Parker Road at 10:30 AM. Five minutes later, participants in the five-kilometer race will take their marks and begin their journey through Holdenwood's picturesque landscape.
Organized by a dedicated team comprising Jay Duffner, Jason Rakip, and Missy Goldberg, this year’s edition promises to be as engaging and well-organized as previous events. The course winds its way along trails that offer a mix of flat sections and gentle inclines, providing both novices and seasoned runners with an enjoyable yet challenging experience.
Participants can anticipate lush greenery, serene woodland settings, and the occasional overlook offering glimpses into the surrounding countryside. Whether you're looking to push your limits or simply enjoy a leisurely run among nature, Holdenwood Trail Run has something for all levels of runners. For more information about race day logistics and details on how to register, visit the event website.
The charm of this race lies in its intimate atmosphere and beautiful surroundings, making it an ideal choice for anyone seeking a memorable running experience amidst natural beauty.