Platt Hill State Park

Highland Lake is a body of water located within the boundaries of Winchester, Connecticut. It has a surface area of 445 acres (180 ha) and an average depth of 24 feet (7.3 m). The lake is long but not wide, extending approximately three miles (4.8 km) from north to south but only one-half mile (0.80 km) at its widest. It narrows at two points and therefore divides into three distinct sections, known (from north to south) as First Bay, Second Bay, and Third Bay. Highland Lake achieves its maximum depth of 63 feet (19 m) toward the center of Second Bay.The lake is popular for recreational purposes, including boating and fishing. The Connecticut Department of Environmental Protection stocks the lake annually with fish, and considers it a Trophy Trout and Bass Management Lake.Highland Lake is encircled by Wakefield Boulevard, which is a little over seven miles (11 km) long, and its shores are heavily built up with residences (both seasonal and year-round) and dotted with many docks. There have been several historical instances of small rogue wakes hitting the area between first and second bay. Locals attribute that to some underground plate movements between the two areas.

Winchester is a town in Litchfield County, Connecticut, United States. The population was 10,224 at the 2020 census. The city of Winsted is located in Winchester. The town is part of the Northwest Hills Planning Region.

Burr Pond State Park is a public recreation area covering 438 acres (177 ha) adjacent to Paugnut State Forest in the town of Torrington, Connecticut. The state park surrounds Burr Pond, an 85-acre (34 ha), man-made body of water with facilities for swimming, boating, and fishing. It is managed by the Connecticut Department of Energy and Environmental Protection.

The Paugnut Forest Administration Building (also known as Burr Pond Park Bungalow) is a historic building at 385 Burr Mountain Road in Burr Pond State Park, Torrington, Connecticut. Built in 1937 by a crew of the Civilian Conservation Corps (CCC), it is one of the finest examples of Bungalow/Craftsman architecture built by the CCC in the state. It was listed on the National Register of Historic Places in 1986.

The Solomon Rockwell House is a historic house museum at 226 Prospect Street in the Winsted area of Winchester, Connecticut, United States. The main portion of the house, built about 1813, is a particularly fine example of Greek Revival architecture. The house is owned by the Winchester Historical Society, and has displays of 19th-century artifacts relating to local manufacturing business and the American Civil War, and it also hosts the local fire museum. It is open by appointment.

The American Museum of Tort Law is a museum developed by Ralph Nader, located in his hometown of Winsted, Connecticut. The museum focuses on topics of civil justice and "aspects of the legal system that handle wrongful actions that result in injury". The museum opened to the public in September 2015. It is the first law museum in the United States.

The Moses Camp House is a historic house at 682 Main Street in the Winsted area of Winchester, Connecticut. Probably built about 1840 for one of the region's major merchants, it is a high quality example of Greek Revival architecture. It was listed on the National Register of Historic Places in 1984; it now houses professional offices.

The West End Commercial District encompasses a single city block of commercial buildings in Winsted, Connecticut. The block, consisting of the north side of Main Street between Union and Elm Streets, is the city's largest grouping of late-19th and early-20th century commercial buildings to survive flooding and redevelopment. It was listed on the National Register of Historic Places in 1990.

The Winchester Soldiers' Monument is a historic war memorial located in a park-like setting at the end of Crown Street in the Winsted area of Winchester, Connecticut. Built in 1889–90, it commemorates the community's participants in the American Civil War. It is one of Connecticut's most architecturally elaborate memorials to that conflict. It was listed on the National Register of Historic Places in 1984.

Paugnut State Forest is a Connecticut state forest located on four parcels in the towns of Torrington and Winchester. The forest's Arts and Crafts–style administration building was constructed by the Civilian Conservation Corps in 1937 and has been listed on the National Register of Historic Places. The remains of the foundation of the condensed milk factory established by Gail Borden on Burr Pond in 1857 may also be seen. Trails crossing the forest include the John Muir Trail which connects Burr Pond State Park and Sunnybrook State Park.

The Gilbert School is a privately endowed secondary school that serves as the public high school for the towns of Winchester and Hartland, Connecticut and the public middle school for Winchester. The Gilbert School serves grades 7-12. The school was founded in 1895 as the result of the bequest of William L. Gilbert who, in his will, made provision for the “establishment and maintenance of an institution of learning to be known as The Gilbert School.”

John A. Minetto State Park is a public recreation area encompassing 715 acres (289 ha) in the towns of Goshen and Torrington, Connecticut. Facilities are available for picnicking, fishing, and cross-country skiing. The state park is managed by the Connecticut Department of Energy and Environmental Protection.