Cambridge-South Dorchester High School

Stanley Institute, also known as Rock School, is a historic African American school building located at Cambridge, Dorchester County, Maryland. It is a rectangular one-story, gable-front frame building with a small entrance vestibule built about 1865. Three original blackboards still occupy their proper locations. The building was moved to its present location from a site near Church Creek in 1867. It served as both a church and a school until the erection of the present Rock Methodist Church later in the 19th century.It was listed on the National Register of Historic Places in 1975.

The Christ Rock Methodist Episcopal Church is a historic church building in Dorchester County, Maryland. It is located across from the Stanley Institute, at the junction of Maryland Route 16 with Rock Drive. The wood-frame building was built in 1875, and rebuilt in 1889 and 1911. The church served a congregation of African Americans who migrated to Dorchester County after the American Civil War.The church was listed on the National Register of Historic Places in 2014, as "Rock Methodist Episcopal Church".

The Pine Street Neighborhood Historic District encompasses a neighborhood of Cambridge, Maryland with more than 150 years of history as an African-American neighborhood. The district covers about 100 acres (40 ha) of Cambridge, centered on the triangular intersection of High, Washington, and Pine Streets. It is a predominantly residential area with some commercial development. The majority of the district's housing consists of somewhat uniform factory worker housing. There are rows of two-story, two-bay, gable-front frame houses, sometimes with four-bay duplexes.The district was listed on the National Register of Historic Places in 2012.

Cambridge is a city in Dorchester County, Maryland, United States. The population was 13,096 at the 2020 census. It is the county seat of Dorchester County and the county's largest municipality. Cambridge is the fourth most populous city in Maryland's Eastern Shore region, after Salisbury, Elkton and Easton.

Sycamore Cottage is a historic home located at Cambridge, Dorchester County, Maryland, United States. It was built possibly as early as 1765. The house is a 1+1⁄2-story gambrel-roofed frame structure. Remodelings during the 19th century include adding Victorian windows, a central Colonial Revival entrance porch, 1840s Greek Revival interior decorative detailing, and the addition of a large one-story meeting hall. It was moved to this location in 1840. Since 1922, Sycamore Cottage has been the headquarters of the Cambridge Woman's Club.Sycamore Cottage was listed on the National Register of Historic Places in 1988.

The Harriet Tubman Memorial Garden is part of the Harriet Tubman Underground Railroad Byway (Maryland) and is located in Cambridge, Maryland. It honours the life of abolitionist Harriet Tubman and the journeys of the many people she assisted to escape slavery. The garden features information boards and murals, some of which were painted by Charles Ross, a relative of Tubman's.

Dorchester County Courthouse and Jail is a historic courthouse building located at Cambridge, the county seat of Dorchester County, Maryland. It is an Italianate influenced, painted brick structure, which was enlarged and extensively remodeled with Georgian Revival decorative detailing in the 1930s. The building entrance is flanked on the north by a three-story tower. It was constructed in 1853, and is the only courthouse designed by Richard Upjohn in Maryland.The County Jail, which stood to the southeast of the courthouse from about 1882 until its demolition in 1994, was a Queen Anne and Romanesque Revival style granite structure with brick and terra cotta features. The jail was the work of the Baltimore architect, Charles L. Carson.It was listed on the National Register of Historic Places in 1982.

Christ Episcopal Church and Cemetery is an historic Episcopal church and cemetery located at Cambridge, Dorchester County, Maryland U.S.A.

The Goldsborough House is a historic home located at Cambridge, Dorchester County, Maryland, United States. It is a two-and-a-half-story painted brick Federal-style house with a five-bay symmetrical facade, built about 1793. The house features an Ionic columned entrance portico.The Goldsborough House was listed on the National Register of Historic Places in 1988.

The Patricia is a Chesapeake Bay log canoe built in 1942 by Oliver Duke. She measures 27'-4" long, and has a beam of 6'-43⁄4". The Patricia has a slightly hollow longhead bow and a sharp stern. Painted white, the canoe races under the no. 19. She is one of twenty-two traditional Chesapeake Bay racing log canoes existing today. The Patricia, and boats like her, carry on a tradition of racing on the Eastern Shore of Maryland that has existed since the 1840s. She is located at Cambridge, Dorchester County, Maryland.She was listed on the National Register of Historic Places in 1985.

Cambridge Historic District, Wards I and III is a national historic district in Cambridge, Dorchester County, Maryland. It is a large residential, commercial, and governmental area in the northwest section of the city. It consists of buildings from the late 18th through the mid 20th century. Residential building styles include Georgian, Queen Anne, Colonial Revival, and American Foursquare. The district includes the Italian Villa style courthouse designed by Richard Upjohn.It was added to the National Register of Historic Places in 1990.

LaGrange, also known as La Grange Plantation or Meredith House, is a historic home located at Cambridge, Dorchester County, Maryland, United States. It was built about 1760. The house is a 2+1⁄2-story Flemish bond brick house and is one of the few remaining Georgian houses in the town. Sun porches and a frame wing were added to the main house in the late 19th and early 20th centuries. Three outbuildings remain, including a late 19th-century dairy, an 18th-century smokehouse, and a 20th-century garage.LaGrange was listed on the National Register of Historic Places in 1980.