Aspen Hill (Charles Town, West Virginia)

Jefferson County is located in the Shenandoah Valley in the Eastern Panhandle of West Virginia. It is the easternmost county of the U.S. state of West Virginia. As of the 2020 census, the population was 57,701. Its county seat is Charles Town. The county was founded in 1801, and today is part of the Washington metropolitan area.

Media Farm is a farm complex near Charles Town, West Virginia that dates to 1780, and has remained in the same family ever since. The property was acquired by Charles Yates, an English immigrant, from Thomas Rutherford. In the twentieth century, author Julia McDonald Davis spent her childhood summers at the farm. Her father, who visited the farm frequently, was lawyer, diplomat and presidential candidate John W. Davis. The original house was a log structure, with a stone addition added in 1790. The house grew and its present appearance is Gothic Revival. During World War I several small tenant houses were built on the farm to house "farmerettes," who were city women brought from urban areas to assist farmers whose labor force had gone to war.

The Harpers Ferry Armory, more formally known as the United States Armory and Arsenal at Harpers Ferry, was the second federal armory created by the United States government; the first was the Springfield Armory. It was located in Harpers Ferry, Virginia, which since 1863 has been part of West Virginia. It was both an arsenal, manufacturing firearms, and an armory, a storehouse for firearms. Along with the Springfield Armory, it was instrumental in the development of machining techniques to make interchangeable parts of precisely the same dimensions.The Armory was a long, narrow complex of buildings, located alongside the Baltimore and Ohio Railroad line on a strip of land alongside the Potomac River. The entrance was close to the center of town, with its train station and hotels, and the bridge, the B & O Railroad Potomac River Crossing. At its peak, just before the Civil War, the Armory had 400 employees.: 185 During the American Civil War, the Armory was destroyed and its equipment removed; it was not rebuilt. The only surviving building is its former fire engine house, known today as John Brown's Fort. As of 2021, it is not in its original location.

Ranson is a city in Jefferson County, West Virginia, United States. The population was 5,433 at the 2020 census. It is part of the northwestern fringes of the Washington metropolitan area.

Shenandoah Downs was a five-furlong horse-racing track located just outside the eastern limits of Charles Town, West Virginia, United States, that operated from 1959 through 1975. When it opened it featured night racing, a novelty at the time, initially running harness races. After operations began, the owners asked the West Virginia Racing Commission to allow thoroughbred racing, competing with the day races at adjacent Charles Town Races. Following litigation, the request was granted and the track converted to nighttime flat racing. Nighttime racing followed at Charles Town in 1965 and the adjoining tracks were allotted roughly equal numbers of racing days. In 1972 Charles Town was purchased by the owners of Shenandoah Downs. In 1976 Shenandoah Downs was closed down. In 1978 after both tracks were sold to a new owner, Shenandoah Downs briefly reopened. The Shenandoah Downs track was operated as a training track afterwards, until the site was developed. The grandstand remained until 2006 when it was demolished. An unrelated track in Woodstock, Virginia by the same name began operations in 2016, running annual harness racing meets, and moving to a two meets a year in 2023.

Gap View Farm, near Charles Town, West Virginia, is a historic farm complex built in 1774. The farm was placed on the National Register of Historic Places on January 9, 1997.

The Charles Town Mining, Manufacturing, and Improvement Company Building in Ranson, Jefferson County, West Virginia is a Romanesque Revival building that now serves as Ranson's City Hall. It was built for the Charles Town Mining, Manufacturing and Improvement Company (CMM&I) in 1891 as its headquarters. The CMM&I sought to develop industry in the area that in 1910 became the City of Ranson. The company was formed in 1890 by Roger Preston Chew, Frank Beck, Forrest W. Brown, T.C. Green, W.F. Lippitt, A.W. McDonald and B. C. Washington, with Chew as president. Using 850 acres (3.4 km2) of land purchased from the Ranson family, a planned community was laid out by D.G. Howell, a Washington, D.C. landscape architect and civil engineer. In 1891 the 3½ story headquarters was built, designed by J.C. Holmes. By 1893 the CMM&I was facing hard times, possibly as a result of the Panic of 1893, and the headquarters was sold to the Board of Education of Charles Town, and served as the white Charles Town High School from 1893 to 1912. The school was sometimes known as both the "Keyhole School,” due to its distinctive entrance, and as the Wright Denny School. In 1917 the Board of Education sold the school to former mayor Gerard D. Moore, and upon his death the property went to H.C. Getzendanner for $4500. Part of the building was used as a confectionery and the north half became the Ranson Post Office. In 1936 the City of Ranson bought the building for $3000 as its City Hall, although apartments occupied the upper floors until the 1970s.

Woodlawn, also known as Wiltshire House or Wiltshire Farm, was built circa 1820, one of four homes within a two-mile radius by James Hurst, a significant landowner in Jefferson County. Hurst built the first three houses for his children on his "LaGrange" plantation around 1811, including "Snow Hill' (now known as the Jefferson County Alms House (c. 1815) and the Coyle House (c. 1820). Woodlawn was built for the adopted daughter of Samuel Davenport, whose married name was Camilla Wiltshire. All of these homes used salt-glazed brick, as did Elmwood and the Tate-Fairfax-Muse House.

Hollywood Casino at Charles Town Races is a casino, hotel and thoroughbred horse racing complex located in Charles Town, West Virginia, 60 miles (97 km) northwest of Washington D.C. It is owned by Gaming and Leisure Properties and operated by Penn Entertainment.

Johnsontown is an unincorporated community in Jefferson County, West Virginia, United States.

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.

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.