Embark on a true test of grit and spirit at the Northern Nipmuck Trail Race, returning on March 28, 2026, in Union, CT. This authentic 16-mile trail challenge, hosted by the esteemed Shenipsit Striders, promises an unforgettable experience for those who relish rugged terrain and a classic, low-key atmosphere. Starting just across from the scenic Bigelow Hollow State Park, the out-and-back course plunges runners deep into the Yale-Myers Forest on the famed Nipmuck Trail. While officially 16 miles, don't let the number deceive you; the technical, undulating singletrack, packed with rocks, roots, and an estimated 3,000 feet of vertical gain and loss, often registers shorter on GPS but feels every bit its advertised distance.

Runners will navigate a course blazed in blue, with additional flagging at particularly tricky spots. The journey takes participants south to Boston Hollow, often referred to as "Alpacaville," before turning back. Expect stunning vistas of moss-covered rocks and majestic trees, though the beauty comes with a warning: "If you are not careful you could easily injure yourself in a variety of unpleasant ways." Minimal aid will be available at Two Pipes (approximately miles 4 and 12) and Boston Hollow (approximately mile 8), so prepare for self-sufficiency. Typical race day conditions in late March bring highs around 50°F and lows around 28°F, with a 14% chance of precipitation, meaning trails can be soggy and slippery.

Revived in 2022 to preserve its "old school vibe" and reputation for friendly competition, the Northern Nipmuck Trail Race is capped at just 100 entrants, fostering a close-knit community feel. There are no awards or swag; instead, net proceeds are dedicated to supporting local trail maintenance, a testament to the race's commitment to the trails themselves. This event is a proud fixture of both the Grand Tree Series and the Connecticut Blue-Blazed Trail Running Series, attracting runners who appreciate a challenging course and a genuine trail running ethos.