Winter Wonderland 5 Miler 2027

The Winter Wonderland 5 Miler is a five-mile USATF race in Milford, Connecticut, starting at Platt Tech High School on Orange Avenue. Runners begin just outside the school, which also provides an indoor venue for the post-race awards following a January run. The course begins and ends at Platt Tech, winding through Milford neighborhoods instead of a closed stadium or trail loop. Milford Road Runners staff the route, guiding participants and offering encouragement. Race proceeds benefit the free Kids Track Series, scholarships, and other local running programs.