Waterbury is home to the Leaf Peepers 5K and Half Marathon, where people come from all over to take in views on this stunning course. The route takes runners through Waterbury, up Perry Hill Road to spectacular “leaf peeper” outlooks, down to a paved out and back, over the scenic Waterbury Community Path — a dirt single track path — and then returns through Waterbury. The 5K course goes part way up Perry Hill and then returns to the start. It is rolling hills, about 250 feet of elevation gain. So whether you’re looking for an easy jaunt or a longer challenge, Waterbury has it all!