Thomas Stone National Historic Site

Locust Grove, also known as Beech Neck, is a historic home located at La Plata, Charles County, Maryland, United States. It is a two-story, three bay Federal style frame house, with a fine view of the Port Tobacco Valley. The original section of the house was built prior to 1750, with a significant expansion occurring about 1825.Locust Grove was listed on the National Register of Historic Places in 1998.

Maurice J. McDonough High School is a high school or secondary school in Pomfret, Maryland, United States and is run through the Charles County Public Schools system. It has approximately 1,230 students and 80 employees. The school, built in 1976, is named for Maurice James McDonough, who was an early educator in Charles County, Maryland.

Retreat is a historic home located at Port Tobacco, Charles County, Maryland, United States. It is a one-story, clapboard-sheathed, frame house with a double chimney. The principal part of the house was built about 1770. Also located on the property is a frame, pyramid-roofed meathouse, dating from the early 19th century, and moved here from another historic property in the county known as "Brentland" in 1953. The home, approached by a private gravel road, is surrounded by cultivated fields, meadows, and woodland, preserving its original agricultural and rural setting. The house is one of the earliest known examples of the side-passage, two-room dwelling in Charles County. It is associated with Daniel of St. Thomas Jenifer and Daniel Jenifer.Retreat was listed on the National Register of Historic Places in 1988.

Rose Hill is a historic house built in the late 18th century near Port Tobacco in Charles County, Maryland, United States. It is a five-part, Georgian-style dwelling house. It has a two-story central block with gable ends. It was restored during the mid 20th century.Rose Hill was listed on the National Register of Historic Places in 1973.

Ellerslie is a historic home located at Port Tobacco, Charles County, Maryland, United States. It is a two-story frame house of basic Georgian styling, with two exterior chimneys at each end. It was possibly built as early as the mid 18th century, and was extensively altered and enlarged about 1790–1820. A porch was added in 1965. It is the birthplace of Daniel of St. Thomas Jenifer, a Founding Father of the United States and signer of the United States Constitution. Ellerslie was listed on the National Register of Historic Places in 1979.

Stagg Hall, is a historic home located at Port Tobacco, Charles County, Maryland, United States. It is a two-story frame house built about 1766 adjacent to Port Tobacco's former town square. It was built by Thomas Howe Ridgate, a prosperous Port Tobacco merchant.Stagg Hall was listed on the National Register of Historic Places in 1988.In 1903, Mary Lucilla Barbour purchased Stagg Hall from the William W. Padgett estate. After her death, her son, William Edgar Barbour, acquired the property from his father and siblings in 1934. In 1950, the heirs of William Edgar Barbour conveyed their interest in Stagg Hall to Robert Taylor Barbour and his wife, Phyllis, thus making them the owners of the property. Stagg Hall was acquired by the Charles County Government in 2013 for the price of $525,000.

Port Tobacco, officially Port Tobacco Village, is a town in Charles County, in southern Maryland, United States. The population was 13 at the 2010 census, making Port Tobacco the smallest incorporated town in Maryland.

Port Tobacco Historic District is a national historic district in Port Tobacco, Charles County, Maryland. It is located along both sides of Chapel Point Road immediately south of Maryland Route 6. It includes five surviving 18th- and 19th-century buildings; four have been privately restored as single-family residences. The fifth was renovated for use as a children's museum. Two of these buildings, Chimney House and Stagg Hall (listed separately), are immediately adjacent to one another at one corner of the town square. In 1972, the 1821–1892 courthouse was reconstructed on its original site for use as a museum of local history. Other buildings include several private residences built after 1940. A brick wellhouse was erected in 1958 to commemorate the county's tercentenary. Approximately 90 percent of the historic features of the community constitute archeological sites, nearly all of which have remained undisturbed by later development.It was added to the National Register of Historic Places in 1989.

Linden is a historic home located near Port Tobacco, Charles County, Maryland, United States. It is a rambling frame house, consisting of a 2+1⁄2-story main block with wings, embodying many traditional characteristics of Tidewater architecture. The house is situated on the crest of a hill overlooking the Port Tobacco Valley. The home was begun early in the 1780s and enlarged about 1800, and in the late 1830s. Linden was probably built as a summer residence about 1783, by Henry Barnes, a wealthy Port Tobacco merchant and on a property that remained in the same family for over 300 years.Linden was listed on the National Register of Historic Places in 1977.

The College of Southern Maryland (CSM) is a public community college with campuses in Hughesville, La Plata, Leonardtown, and Prince Frederick, Maryland. It serves students living in Southern Maryland's Charles, St. Mary's, and Calvert counties.

Ripley is an unincorporated community in Charles County, Maryland, United States. It was named after a local family, and has a large Baptist church.

The Mt. Carmel Monastery is a historic monastery located at Port Tobacco, Charles County, Maryland, United States. It is a two-part frame house, the main block of which was built about 1790 and restored in 1936–37. It consists of a two-story structure with a moderately pitched gable roof. The entire house, devoid of any extraneous ornamentation, reflects the austere lives of the Carmelite nuns who are believed to have used this house as their residence. The monastery was founded on October 15, 1790, by four English-speaking Carmelite nuns from what is now Belgium, among them Ann Teresa Mathews; three were born in Charles County. The fourth nun was Frances Dickinson from London. Like thousands of English Roman Catholic girls who wanted to be nuns, Dickinson had traveled to Belgium to enter a convent there, as none was left in England. Dickinson would the first prioress until her death in 1830.In 1831 the nuns then in residence were ordered by the bishop to transfer the convent to Baltimore, Maryland. This property in Port Tobacco was abandoned. In 1933 an organization called the Restorers of Mt. Carmel in Maryland formed to aid in the restoration of the site.The Mt. Carmel Monastery was listed on the National Register of Historic Places in 1973.