Grin 'N Bear It: Brewster 5K

Lace up for the Grin 'N Bear It: Brewster 5K, a spirited community event set to unfold on Saturday, October 24, 2026, in picturesque Brewster, NY. This 5K run/walk invites participants of all ages and abilities to experience the stunning beauty of the Hudson Valley. The scenic course meanders through picturesque trails, tree-lined streets, and open spaces within the charming Brewster community, promising both a delightful challenge and an enjoyable outdoor experience. Held for its second annual running, this race isn't just about personal bests; all proceeds directly support BTA Scholarships through the Brewster Education Foundation, making every step count towards a brighter future for local students.

Runners can anticipate typical race day conditions with comfortable highs around 57°F and lows around 39°F, and only a 14% chance of precipitation, creating ideal autumn running weather. The course is designed to offer a balance of challenge and enjoyment, allowing experienced athletes to push their limits while welcoming walkers and casual participants to soak in the vibrant atmosphere. To sweeten the deal, the first 200 participants to register are guaranteed an event shirt, a perfect memento of your involvement in this impactful race. The event kicks off at 10:00 AM EDT, with the start and finish located at 20 Farm to Market Road, Brewster, NY.

Join fellow enthusiasts for the Grin 'N Bear It: Brewster 5K and be part of a race that celebrates community, fitness, and educational support. Whether you're chasing a new record or simply enjoying an active day out, this 5K offers a memorable experience amidst the stunning fall backdrop of the Hudson Valley.