Oliver Wolcott House

The Litchfield Law School of Litchfield, Connecticut, was the first independent law school established in America for reading law. Founded and led by lawyer Tapping Reeve, the proprietary school was unaffiliated with any college or university. (While Litchfield was independent, a long-term debate resulted in the 1966 recognition of William & Mary Law School as the first law school to have been affiliated with a university.)Reeve began teaching his first student in 1774 and was teaching by lecture by 1784. Reeve later became the Chief Justice of the Connecticut Supreme Court. The school closed in 1833, having educated over 1,100 students, including Aaron Burr and John C. Calhoun. The law school, including Reeve's house, was declared a National Historic Landmark, in 1965, as the Tapping Reeve House and Law School, which is owned and operated by the Litchfield Historical Society as a museum displaying life in a 19th-century period school. The Society also operates the Litchfield History Museum.

Litchfield is a borough in, and the village center of, the town of Litchfield in Litchfield County, Connecticut, United States. The population was 1,258 at the 2010 census. The entire borough was designated a Connecticut historic district in 1959 by special act of the state General Assembly and is listed on the National Register of Historic Places. Part of the borough is also a National Historic Landmark, the Litchfield Historic District.

Litchfield is a town in and former county seat of Litchfield County, Connecticut, United States. The population was 8,192 at the 2020 census. The boroughs of Bantam and Litchfield are located within the town. There are also three unincorporated villages: East Litchfield, Milton, and Northfield. Northfield, located in the southeastern corner of Litchfield, is home to a high percentage of the Litchfield population.

The First Congregational Church of Litchfield is a congregation of the United Church of Christ in Litchfield, Connecticut, USA, occupying a historic building on the Litchfield green.

Litchfield Historic District, in Litchfield, Connecticut, is a National Historic Landmark District designated in 1968 as a notable and well-preserved example of a typical late 18th century New England village. As a National Historic Landmark, it is listed on the National Register of Historic Places (NRHP). It is the core area of a larger NRHP-listed historic district that includes the entire borough of Litchfield and was designated a state historic district in 1959.: 72 This residential district is anchored by the Litchfield meetinghouse (1829) and is predominantly Georgian with clapboarding, gables and hipped roofs.

The Forman School is a co-educational boarding and day school in Litchfield, Connecticut, USA offering a college preparatory program in grades 9 to 12 and a postgraduate program (PG) exclusively for students with learning differences such as ADD/ADHD and dyslexia. Forman School offers a 4-week summer program in July for students with learning differences.

Litchfield High School is a high school in Litchfield, Connecticut, United States. It is a part of Litchfield Public Schools. Litchfield High currently enrolls students from Bantam, Northfield, East Litchfield, and Litchfield. The school gym, designed by Marcel Breuer, is currently featured on the Smithsonian's website for its unique architecture.

Topsmead State Forest is a Connecticut state forest located in the town of Litchfield. It was formerly the summer residence of Edith Morton Chase, daughter of Henry Sabin Chase, first president of the Chase Brass and Copper Company. She left the house and its grounds to the state of Connecticut on her death in 1972. The estate house, built in 1929 to a design by RIchard Henry Dana, is a fine example of a Tudor Revival country estate house, and is listed on the National Register of Historic Places.

The White Memorial Conservation Center is a natural history museum and nature center in Litchfield, Connecticut, United States, supported by the White Memorial Foundation. The museum is currently housed in Whitehall, the former residence of White Memorial Foundation founders Alain and May White.

The White Memorial Foundation is an organization dedicated to environmental conservation located in Litchfield, Connecticut. The Foundation owns approximately 4,000 acres of wetlands and uplands, including recreational trails, two camping areas, and a conservation center dedicated to education, research, conservation, and recreation.

Wamogo Regional High School is a public school in Litchfield, Connecticut. It serves grades 9 through 12. It is the public high school for the surrounding towns of Morris, Warren, and Goshen. Additionally, students from the towns of Litchfield, Torrington, Terryville, Plymouth, Harwinton, Burlington, and Thomaston can attend if they apply to the Agriculture Education Program for high school students only. Wamogo Regional Middle School is located in the same facility and serves grades 6 through 8.Wamogo was founded in the 1950s. Its name is a portmanteau stemming from the towns Warren, Morris, and Goshen, where the 'Wa' is for Warren, the 'mo' is for Morris, and the 'go' is for Goshen. Notable people who have attended Wamogo include former NBA star Chuck Aleksinas and flat track motorcycle racer Kenny Coolbeth.

The Captain William Bull Tavern is a historic inn at 571 Torrington Road in Litchfield, Connecticut. It is part of the Tollgate Hill Inn and Restaurant, and is listed on the National Register of Historic Places. It is significant both as an excellent local example of Colonial architecture, and for its role in early architectural preservation efforts in the region.