Pomperaug High School

The Hurley Road Historic District encompasses a pair of rural 19th-century properties built by members of a single family at 6 and 17 Hurley Road in Southbury, Connecticut. Included are Federal and Greek Revival houses, and a number of outbuildings, giving the cluster a distinct period feel. The area was listed on the National Register of Historic Places in 1993.

Wooden Warrior is a wooden roller coaster located at Quassy Amusement Park in Middlebury, Connecticut, United States. The coaster was designed and built by American wooden coaster designer The Gravity Group. Wooden Warrior features a 45-foot (14 m) drop, with a maximum speed of 35 miles per hour (56 km/h) and a total track length of 1,239 feet (378 m). Despite the coaster's small size, it has been well received by enthusiasts for its air time and thrilling experience. The coaster features Gravitykraft's Timberliner trains, and was the first wooden coaster in the United States to use such trains.

The Reuben Curtiss House is a historic house at 1770 Bucks Hill Road in Southbury, Connecticut. With a construction and alteration history dating from the late 18th to 20th centuries, the house is one of Southbury's finest examples of residential Greek Revival architecture. It was listed on the National Register of Historic Places in 1993.

Quassy Amusement Park is an amusement and waterpark in Middlebury, Connecticut, and is one of only 11 trolley parks still operating in the United States. It has 20 rides on its 20 acres (81,000 m2). Quassy consists of a full-fledged amusement park plus a waterpark called Splash Away Bay. Swimming in Lake Quassapaug is available. In 1901, a writer pronounced Lake Quassapaug as "the handsomest bit of natural water on Earth". Today, beach clubs and houses surround the entire lake. The park is home to the award-winning Wooden Warrior roller coaster, which opened in 2011. Quassy offers swimming, picnicking, a catering service, an arcade, a waterpark, and live entertainment including school bands, dance groups and magic shows. The park uses an all-day ride and waterpark wristbands or pay-by-ride system. A wristband is required to enter the waterpark and beach area, or guests may pay a separate admission. Admission to the park is free but a parking fee is charged.

Lake Quassapaug is a 296-acre (120 ha) reservoir located in Middlebury, Connecticut. It is home to Quassy Amusement Park.The lake also hosts six private outing clubs, including the Lake Quassapaug Outing Club and the Quassapaug Sailing Center. The Lake Quassapaug Association (LQA) manages the reservation of the lake and is composed of interested individuals, groups, and property owners on the lakefront. The LQA was formed in 2012 to preserve the lake’s high water quality and promote responsible enjoyment of the lake.

The Aaron Bronson House is a historic house at 846 Southford Road in Southbury, Connecticut. Built in around the year 1785, it is a good local example of a Colonial-style Cape, noted for its particularly fine and well-preserved interior. It was listed on the National Register of Historic Places in 1993.

Tranquility Farm is a historic summer estate located on Tranquility Road in Middlebury, Connecticut. The estate was developed in the 1890s by industrialist John H. Whittemore, with architectural design by the noted firm of McKim, Mead & White, and landscape design by Charles Eliot and Warren H. Manning. The main house was a rare inland example of Shingle Style architecture in the state. The property was listed on the National Register of Historic Places in 1982. The main house was demolished sometime after listing.

The Adin Wheeler House and Theodore F. Wheeler Wheelwright Shop is a historic property at 125 Quaker Farms Road in Southbury, Connecticut. It includes two well-preserved and little-altered buildings: the house, built in the late 18th century, is a fine Georgian colonial with some uncommon features, and the wheelwright shop is a remarkably complete example of a late 19th-century workshop. The property was listed on the National Register of Historic Places in 1993.

The Middlebury Center Historic District encompasses the historic civic and religious center of Middlebury, Connecticut. Centered at the junction of North and South Streets with Whittemore Road, the district includes churches, schools and municipal buildings, many from the late 19th or early 20th centuries, as well as a diversity of residential architecture. The district includes all the residences along the entire length of North Street, which leads up to the town green. The district was listed on the National Register of Historic Places in 1985.

The Woodbury Historic District No. 2 encompasses a linear rural-residential area of southern Woodbury, Connecticut. It extends along the town's Main Street (United States Route 6), from the town line with Southbury in the south to the South Pomperaug Avenue junction in the north. It contains some of the town's finest examples of 18th and early 19th-century residential architecture. It was listed on the National Register of Historic Places in 1972.

The Westover School, often referred to simply as "Westover," is an independent college-preparatory day and boarding school for girls. Located in Middlebury, Connecticut, United States, the school offers grades 9–12.

Middlebury is a town in New Haven County, Connecticut, United States. The population was 7,574 at the 2020 census. The town is part of the Naugatuck Valley Planning Region.