St. Mary's Ryken High School

Tudor Hall is a historic home located at Leonardtown, St. Mary's County, Maryland. It is a large, rectangular, 2+1⁄2-story, Georgian brick building built about 1798. It is one of the oldest buildings in Leonardtown, which was created by the Maryland Legislature in 1720. It is home to the St. Mary's County Historical Society. It was listed on the National Register of Historic Places in 1973.

Abell House is a historic home located at Leonardtown, St. Mary's County, Maryland, United States. It was constructed about 1910 and is a two-story, three bay frame dwelling. The house commands sweeping views of Breton Bay, a sheltered harbor of the Potomac River. It exhibits a vernacular interpretation of the Queen Anne. It was built by Enoch B. Abell, a significant local political leader, attorney, and entrepreneur, who resided there until his death in December 1924.Abell House was listed on the National Register of Historic Places in 2003.

Leonardtown is a town in and the county seat of St. Mary's County, Maryland, United States. The population was 4,563 at the 2020 census. Leonardtown is perhaps most famous for the national oyster-shucking championship that is held annually at the St. Mary's County fairgrounds. Historic Leonardtown includes both a large public high school and a public middle school Leonardtown Middle School as well as a Catholic high school and an elementary school Leonardtown Elementary School, offices of the county government, and St. Mary's Hospital which serves the healthcare needs of the county. The College of Southern Maryland maintains a growing satellite campus within city limits, including an aquatic center. An upscale home development located in the Breton Bay area is just outside town, notable for both its country club golf course and swimming pool. Leonardtown's population has grown significantly since 1990 as a result of the town's proximity to Patuxent River Naval Air Station and the Washington metro area.

Buena Vista, or Bard's Field on Trinity Manor, is a historic home located at Leonardtown, St. Mary's County, Maryland, United States. It is a 2+1⁄2-story, three-bay, Greek Revival-style frame dwelling with a 2-story, three-bay, frame, wing. It was built between 1840 and 1850, for George and Mary C. Combs.Buena Vista was listed on the National Register of Historic Places in 1998.

Leonardtown High School is a comprehensive public high school in Leonardtown, Maryland, United States, for students in grades 9–12. It offers college preparatory programs and programs that prepare students for business and technical occupations. It serves the community in the central portion of St. Mary's County, Maryland, between the Potomac River and Patuxent River. The area is a mixture of rural and suburban communities. Many of the families are employed by NAS Patuxent River, government contractors, St. Mary's College of Maryland, St Mary's County government and others involved in the traditional agriculture and water related businesses. Leonardtown High School is accredited by the Middle States Association of Colleges and Secondary Schools and the Maryland State Department of Education. Leonardtown High School belongs to the St. Mary's County Public Schools system, and is associated with two other county high school rivals, Great Mills High School and Chopticon High School. Leonardtown High School Athletics belongs to the Southern Maryland Athletic Conference and competes in Division 4A in the state competitions force. According to Public School Review, as of 2022, Leonardtown High School is ranked #45 out of 1,343 schools, which ranks it among the top 5% of public schools in Maryland.

Beauvue is an unincorporated community in St. Mary's County, Maryland, United States. Mulberry Fields was listed on the National Register of Historic Places in 1973.

WXMD (89.7 MHz FM) is a Christian radio station licensed to California, Maryland, serving Southern Maryland. The station is owned by Redeemer Broadcasting, Inc.

WMDM is a classic hits formatted broadcast radio station licensed to Lexington Park, Maryland, serving Southern Maryland and the Northern Neck. WMDM is owned and operated by Somar Communications, Inc.

Compton is an unincorporated community near Leonardtown in St. Mary's County, Maryland, United States. The St. Francis Xavier Church and Newtown Manor House Historic District where listed on the National Register of Historic Places in 1972. The ZIP Code for Compton is 20627.

St. Mary's County, established in 1637, is a county located in the U.S. state of Maryland. As of the 2020 census, the population was 113,777. Its county seat is Leonardtown. The name is in honor of Mary, the mother of Jesus. St. Mary's County comprises the California-Lexington Park, Maryland Metropolitan Statistical Area, which also is included in the Washington-Baltimore-Arlington, DC-MD-VA-WV-PA Combined Statistical Area. It is part of the Southern Maryland region. The county was the home to the first Maryland Colony, and the first capital of the Colony of Maryland. Settled by English Catholics, it is considered to be the birthplace of religious freedom in North America, at a time when the British colonies were settled primarily by Protestants. The county is home to the Patuxent River Naval Air Station and St. Mary's College of Maryland. Traditionally, St. Mary's County has been known for its unique and historic culture of Chesapeake Bay tidewater farming, fishing, and crabbing communities. But with the advent of the military bases, growth of an extensive defense contractor presence, and the growth of St. Mary's College of Maryland, as well as increasing numbers of long-distance Washington, D.C. commuters, it has been undergoing a decades-long transformation which has seen the county's population double since 1970.

St. Andrew's Church is a historic church located at 44078 St. Andrew's Church Road, California near Leonardtown, St. Mary's County, Maryland. It was built in 1766 to serve as the parish church of St. Andrew's Parish, which had been established in 1744. It is a rectangular brick box church laid in Flemish bond with a gable roof and round-arched windows trimmed with brick segmental arches. At two corners stand two-story square brick towers with a diminutive spire. Richard Boulton designed the church in 1766; he was also responsible for the outstanding carving and ornamentation at Sotterley. George Plater (1735-1792), who briefly served as Maryland's governor before his death, was an active parish member, serving twenty-eight years as a vestryman.It was listed on the National Register of Historic Places in 1973.

St. Mary's Peninsula is part of the Western Shore region of Maryland. From the Charles County line, just north of Charlotte Hall, Maryland, to the southern tip of St. Mary's County at Point Lookout State Park, St. Mary's Peninsula stretches about 39 miles (63 km). It is bordered on the southwest by the Potomac River, on the north and east by the Patuxent River and on the east by Chesapeake Bay. From the end of these two rivers, the peninsula has about 15 miles of shoreline along the Bay's western shore from Lexington Park, Maryland to Point Lookout. Its shoreline stretches for a total of 536 miles along the Patuxent River, Potomac River and the Chesapeake Bay.Conterminous with the boundaries of St. Mary's County, the peninsula covers a land area of 361.25 square miles (935.6 km2).Northeast of St. Mary's Peninsula, on the opposite side of the Patuxent River, is the smaller Calvert Peninsula. Like St. Mary's Peninsula, Calvert Peninsula also has boundaries conterminous with a single Maryland county.