St. Mary's Beneficial Society Hall (Upper Marlboro, Maryland)

Darnall's Chance, also known as Buck House, Buck-Wardrop House, or James Wardrop House, is a historic home located at 14800 Governor Oden Bowie Drive, in Upper Marlboro, Prince George's County, Maryland, United States. It is named after Colonel Henry Darnall, a wealthy Roman Catholic planter, who was the Proprietary Agent of Charles Calvert, 3rd Baron Baltimore and who served for a time as Deputy Governor of the Province. The house itself was built c. 1742 by a merchant named James Wardrop who bought some of Darnall's land from Eleanor Darnall Carroll and her husband Daniel Carroll, a politician and wealthy planter. Wardrop enslaved 32 people at the house.Today, Darnall's Chance houses the Darnall's Chance House Museum, a historic house museum which opened to the public in 1988.

The Olde Towne Inn (“O.T.I”) is a restaurant located in Upper Marlboro, Maryland, USA, previously known as the Judges Chambers. Since 2006 the restaurant has been owned by chef and restaurateur, Donnell Long, an African American and Washington, DC native.

Upper Marlboro, officially the Town of Upper Marlboro, is the seat of Prince George's County, Maryland. As of the 2020 census, the population within the town limits was 652, although Greater Upper Marlboro, which covers a large area outside the town limits, is many times larger.

The Digges-Sasscer house is an historic building in Upper Marlboro, Maryland. It has been home to Lansdale Ghiselin Sasscer, Lansdale Ghiselin Sasscer, Jr. and Daniel Carroll Digges. The house has been documented by the Historic American Buildings Survey and is listed in the Maryland Historical Trust.The earliest sections of the house date to the late 1700s.

Content, also known as the Bowling House, is a historic home located in Upper Marlboro, Prince George's County, Maryland, United States, across the street from the county courthouse. The home is a 2+1⁄2-story, two-part frame structure built in three stages. The first section, built in 1787, consisted of the present main block, with a stair hall and porch added ca. 1800. A north wing was added before 1844. Content is one of the oldest buildings remaining in the county seat of Upper Marlboro, along with Kingston and the Buck (James Waldrop) House. Content has always been owned by prominent families in the civic, economic, and social affairs of town, county, and state including the Magruder, Beanes, and Lee families; and the Bowling and Smith families of the 20th century.Content was listed on the National Register of Historic Places in 1978. It is located in the Upper Marlboro Residential Historic District.

The Upper Marlboro Residential Historic District is a national historic district encompassing a historic residential area of Upper Marlboro, Maryland. The area reflects the town's growth from the 18th to the 20th century, including its importance as the county seat of Prince George's County. The district also contained a significant post-American Civil War African-American population, which was making the transition from slavery to freedom. Located in the district are three previously listed properties: Kingston, Content, and the John H. Traband House. Prominent features of the district include the Trinity Episcopal Church at 14519 Church Street, an 1846 Gothic Revival church designed by Robert Carey Long, Jr., and 5415 Old Crain Highway, a 1+1⁄2-story wood-frame house dated to c. 1730, which is believed to be the oldest building in the town.The district was listed on the National Register of Historic Places in 2012.

Greater Upper Marlboro is an area of Prince George's County, Maryland that completely surrounds Upper Marlboro, the county seat. It was formerly a census-designated place (CDP), with a population of 18,720 at the 2000 census. However, the 2010 census divided the area into several smaller CDPs, including portions of Marlboro Meadows, Brock Hall, Marlboro Village, Queenland, and Croom.

The Prince George's County Sheriff's Office (PGSO), officially the Office of the Sheriff, Prince George's County, provides law enforcement services in Prince George's County, Maryland in the United States. Its headquarters are located in Upper Marlboro, near the Depot Pond. The sheriff is the chief law enforcement officer of Prince George's County and is elected every four years. There are no term limits for the sheriff.Created in 1696, the traditional duties of the sheriff are keeper of the public peace and the enforcement arm of the county court, analogous to the U.S. Marshals Service. The PGSO has a relatively long history compared to other police departments and sheriff's offices in Maryland. The PGSO was involved with events that occurred during the burning of Washington and affected the writing of "The Star-Spangled Banner". Prior to 1931, the PGSO was the sole law enforcement organization of the county.Today, the duties of the sheriff include law enforcement services of the two county courthouses and surrounding property, service of court-ordered warrants, writs, protective orders, and other injunctions, and limited patrol responsibility with the County Police. The Domestic Violence Unit has expanded its role in the county to include responding to calls for service that are domestic-related. The creation of the School Resource Deputy division has placed a deputy sheriff at all of the local high schools, replacing the County Police. All other law enforcement services of the county are provided by multiple agencies but mostly left to the separate Prince George's County Police Department (PGPD), though some responsibilities are shared by both agencies. The PGSO, like most other county-level law enforcement agencies in the United States, is a progressive agency with an array of services, from the Specialized Services Team (dealing with high-risk arrest warrants and barricaded situations) to community services aiding the county's residents in safety education. The PGSO was accredited for the first time by the Commission on Accreditation for Law Enforcement Agencies, Inc. (CALEA) in 2018.

Kingston, or Sasscer's House, is a 1+1⁄2-story historic home located at Upper Marlboro, Prince George's County, Maryland, United States. It is believed to be the oldest building remaining in the town of Upper Marlboro and may have been built, at least in part, before 1730. Many alterations and additions were made to it in the Victorian era, including "gingerbread" details typical of this era. The Craufurd family cemetery is located in the woods northwest of the house.Kingston was listed on the National Register of Historic Places in 1978. It is located in the Upper Marlboro Residential Historic District.

The Show Place Arena is a 5,800-seat multi-purpose arena just south of Upper Marlboro, Maryland, which is used for sporting events, concerts, boxing and professional wrestling events, consumer shows, trade shows, religious services, graduations and other events. Opening in 1993, the Show Place Arena contains a 35,360-square-foot (136' by 260') floor allowing it to be used for various events such as concerts and trade shows. There are telescopic bleachers which can be placed in an open position to allow more permanent seating for events. In addition, equestrian, rodeo and other events use the arena with 6-8 inches of stonedust on the concrete floor to provide the preferred footing for equestrian events. The arena is currently home to horse shows, computer shows, train shows, concerts, religious events, cultural festivals, trade shows and graduations. The facility was also the venue for the 2004–2005 season of the American Basketball Association Maryland Nighthawks as well as home of the Patriot League Men's and Women's Basketball Championship in 2002-2004, the Chesapeake Icebreakers minor league hockey team (1997–1999), the Chesapeake Tide and Maryland Maniacs indoor football teams and the 2010 Atlantic 10 Conference Women's Basketball Tournament. It had served as the host of the Colonial Athletic Association Women's Basketball Tournament from 2011 to 2016. The arena has two Daktronics message/scoreboards and the floor to ceiling height measures 40 feet. There are three spotlights in the arena and a portable stage. The arena also contains two backstage ramps and two permanent concession stands plus a full-service bar. The arena also features ten handicapped-accessible restrooms and five private suites. There are three meeting rooms measuring a total of 7,000 square feet (700 m2). Seating capacities are 3,000 for rodeos and horse shows, 5,500 for hockey and basketball, 5,200 for boxing and wrestling and up to 4,700 for concerts. A clock tower is located near the main entrance. There are 2,500 parking spaces at the complex with another 3,000 within walking distance. In 2014, the building received significant upgrades to both the building and equipment used for hosting equestrian events.In October 2022, it hosted the Washington International Horse Show. It was the first time in more than 20 years the WIHS was hosted in Prince George's County.

The John H. Traband House is a historic home located at Upper Marlboro in Prince George's County, Maryland, United States. It was built between 1895 and 1897, and is a 2+1⁄2-story, asymmetrically shaped Queen Anne influenced frame structure of modest size and detailing. Also located on the property are a frame two-story gable-roofed carriage house. The house was constructed as the residence of a prominent citizen, John H. Traband (1857–1938), who was a successful businessman and landholder in Upper Marlboro.The John H. Traband House was listed on the National Register of Historic Places in 1984. It is located in the Upper Marlboro Residential Historic District.

Prince George's County Public Schools (PGCPS) is a public school district that serves Prince George's County, Maryland. During the 2023-2024 academic year, the district enrolls around 133,000 students and operates over 200 schools. PGCPS is the second-largest school district in Maryland, the third-largest district in the Washington-Baltimore metropolitan area, the 18th-largest in the United States, and the nation's largest school district with a majority-black student population. Headquartered in Upper Marlboro, PGCPS is the county's sole school district. The Prince George's County Board of Education (BoE) comprises 14 members who oversee the Superintendent.The current Superintendent is Millard House II.