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Located in southwestern Connecticut, Middlebury offers the joys of a small town lifestyle within vibrant New Haven County. Originally settled in 1707, the town now known as Middlebury was officially incorporated one hundred years later in 1807. The area is known for its history as a quiet dairy farming community, and little has changed to disrupt the region’s unique rural charm. The town has also been home to several notable figures throughout its past, including inventor William Hawkins Abbott, sculptor Naum Gabo, and actor Grant Goodeve.

Conveniently situated along several major expressways, Middlebury has easy access to transportation throughout the area. Route 64 passes through the center of town, intersecting with Route 6 for a direct connection to Woodbury to the west, and Bristol to the northeast. Nearby Route 8 is a multi-lane highway, leading to Torrington in the north, Waterbury to the east, and Bridgeport to the south. Meanwhile, I-84 runs through the edge of the town, providing a connection to Hartford, Massachusetts, and New York.

Today, Middlebury offers an exciting variety of activities and attractions. Go thrill-seeking at Quassy, one of the oldest amusement parks in the country, or enjoy a day on the water at Hop Brook Lake. Engage in some outdoor recreation at the Edgewood Bath and Tennis Club, followed by a visit to the private Highfield Country Club for a round of golf. Go shopping for unique homeware at Middlebury Consignment, then dine on an eclectic mix of cuisines at local eateries like Leo’s Restaurant, Ceviche Latin Kitchen, Vyne Restaurant or Cheng Square. With so many simple pleasures to appreciate within a friendly rural community, Middlebury is the perfect place to experience life in small-town New England.

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