Middlebury is located in New Haven County between Watertown and Naugatuck. It is home to Quassy Amusement Park, one of only 11 "trolley parks" still operating today. The park features more than two dozen rides and attractions, including The Saturation Station interactive water play area. Quassy's sandy beach provides swimming in a clean, spring-fed lake, perfect for cooling off on warm summer days.

Middlebury and its surrounding areas offer many points of interest to the visiting traveler, including state parks, museums, professional and community theater, concerts, and historic sites. There are a variety of opportunities close by for water sports, golf, indoor and outdoor tennis, fishing, hunting, hiking, and of course winter sports, such as skiing.

Manor House Bed and Breakfast, Norfolk
1898 Victorian Tudor-style mansion set on five acres which include a 600-foot stone wall, perennial borders and gazebo.