Jacks–Manning Farm

Hillside, also known as Little Elmington, is a 1½ story brick house near Charles Town, West Virginia dating to circa 1798–1800. The house possesses a striking two-story gallery supported by five large round columns. The property includes a rubblestone barn and spring house. The house's name refers to its construction into the natural hillside in a manner similar to that of a bank barn, with the principal entry on the upper, uphill level.

South Charles Town Historic District is a national historic district located at Charles Town, Jefferson County, West Virginia. The primarily residential district encompasses 145 contributing buildings and 2 contributing structures. It includes a number of examples of high style residential architecture and older architectural forms that survived the American Civil War. This architecture reflects the growing prosperity and economic diversity of Charles Town in the years between 1840 and 1950.It was listed on the National Register of Historic Places in 2009.

Happy Retreat (also known as Charles Washington House and Mordington) is a historic property in Charles Town, West Virginia, which was originally owned and developed by Charles Washington, the youngest brother of George Washington and the founder of Charles Town.

Charles Town is a city in and the county seat of Jefferson County, West Virginia, United States. The population was 6,534 at the 2020 census. The city is named for its founder Charles Washington, youngest brother of President George Washington. It is part of the northwestern fringes of the Washington metropolitan area.

The Gibson-Todd House was the site of the hanging of John Brown, the abolitionist who led a raid on Harpers Ferry, West Virginia before the opening of the American Civil War. The property is located in Charles Town, West Virginia, and includes a large Victorian style house built in 1891. The house was built by John Thomas Gibson, who led the first armed response to Harpers Ferry during Brown's raid as commander of the Virginia Militia in Jefferson County. Gibson went on to serve as an officer for the Confederacy. After the war he was mayor of Charles Town. Among those present at Brown's hanging were Stonewall Jackson, John McCausland, J.E.B. Stuart and John Wilkes Booth. When the old Jefferson County jail was demolished, Gibson saved stones from the building and built a monument to the event on the property. The house post-dates Brown's hanging. The house was designed by Thomas A. Mullett, son of Alfred B. Mullett. Mullett also designed the New Opera House and the new Charles Town jail.

The Old Charles Town Historic District comprises more than three hundred structures, primarily residences, in Charles Town, West Virginia. In contrast to the mainly commercial Downtown Charles Town Historic District, the Old Charles Town Historic District includes many early houses, some of log construction. Later houses are in the Federal style, with Italianate and Greek Revival buildings. A number of Second Empire and Victorian homes are present. The most notable house in the district is Hunter Hill, the house of Andrew Hunter, chief prosecutor of John Brown. Built in 1820, the house was destroyed during the American Civil War by his Unionist cousin David Hunter, and was rebuilt in 1865.

The Jefferson County Courthouse is a historic building in Charles Town, West Virginia, USA. The building is historically notable as the site of two trials for treason: that of John Brown in 1859 (treason against Virginia), and those of unionizing coal miners from Mingo County, West Virginia (treason against West Virginia), a consequence of the Battle of Blair Mountain, whose trials were moved from the southern part of the state in 1922 as a result of a change of venue. It was designated a National Historic Landmark in 2023 for its role in the mining wars.

The Downtown Charles Town Historic District comprises the commercial center of Charles Town, West Virginia. The district centers on Washington Street and includes the Jefferson County Courthouse and the New Opera House, themselves on the National Register of Historic Places. Other structures include the Market House, the Independent Fire Company building and the Post Office. A few very early buildings are included, such as the Sheetz House, dating to 1797. The town is significant as the scene of the trial of John Brown and as a contested town during the American Civil War. Charles Town is closely associated with the Washington family, as it was laid out by George Washington's brother Charles Washington. During the Civil War, there was fighting in the town itself on several occasions. In 1864, General Philip Sheridan used the Rutherford House at 417 East Washington Street as a headquarters for the Valley Campaign, meeting General Ulysses S. Grant there.

The Old Opera House is located in the Shenandoah Valley in Charles Town, West Virginia, once known as the New Opera House or simply The Opera House, is a restored theater, designed by T.A. Mullett of Washington, D.C., son of architect Alfred B. Mullett. The theater opened in 1911, bringing minstrel shows, vaudeville, touring theater groups, circuses and wild west shows to Charles Town. By the 1930s a projection machine was installed, but the theater closed in 1948. It has since re-opened as a community-supported performance space. The building consists of a two-story street front with offices on the second floor in an old apartment building, pre-dating the theater portion by about twenty years. The house and stage occupy the interior of the lot.

Charles Town Cave — also formerly known as Crystal Lake Cave and Lakeland Cave — is located in the center of Charles Town, West Virginia, United States. One entrance was in the cellar of a bakery (since demolished) and led down to a passage about 175 feet long to a large pool of clear water about 25 feet in diameter. Much of the cave is under the current Old Opera House building. The cave was discovered accidentally in 1906 and was for a time developed as a commercial show cave in the late 1920s and early '30s. Water sampling in 1997 showed the presence of petroleum contamination in the water.The cave is closed to the public. Rumors persist about other entrances to the cave in various Charles Town and Ranson buildings.

Belvedere, also known as Belvidere, was built near Charles Town, West Virginia by Magnus Tate II in 1807. The Federal style mansion is situated at the end of a tree-lined driveway and commands a sweeping view of the Blue Ridge Mountains. The house grew from the original "kitchen house" section to a formal three-bay brick main house built in 1824 by Magnus's son WIlliam, which were separate until they were connected in 1939.The site was inhabited by the Tate family from the 1760s. Magnus Tate II (1732-1808) was a founder of Charles Town. His four sons were all born at Belvedere. Magnus Tate III (1767-1823) served in the Virginia Assemby before serving from 1815 to 1817 in the U.S. House of Representatives. Belvedere passed to William Tate (1776-1818), and then to his son, George Tate II. The house passed out of the Tate family in 1882.

Washington High School is a 9–12 public high school in Charles Town, West Virginia, United States. The population growth in the county required a "de-consolidation" in 2007, as the single county high school, formerly known as Jefferson County High School, established in 1972, was renamed simply Jefferson High School, and the county split into two zones, with the eastern half of the county attending the new Washington High School.