Shenandoah Junction, West Virginia

Jefferson High School is a high school located in the lower Shenandoah Valley in Shenandoah Junction, West Virginia. It was established in the fall of 1972, when the county combined Charles Town, Harpers Ferry, and Shepherdstown High Schools. It remained the only high school in Jefferson County until the fall of 2008. In-county rival, Washington High School, opened for the 2008–09 school year, splitting the Jefferson student body. Jefferson's total enrollment is 1,400. Jefferson's baseball program is the most decorated in West Virginia. The Cougars have won 12 state championships, most recently winning back-to-back titles in 2015-16. John Lowery has headed the program since the school's opening. He owns more than 1,330 wins and has led the Cougars to 45 straight 20+ win seasons. Jefferson's softball team won its first state title in 2022. The Cougars' boys track team has won six state championships, including four straight from 2010-2013. Girls track (2009 and 2021), boys tennis (1992), cross country (2011) and girls soccer (2007) have also won state championships. Notable graduates include former NFL wide receiver James Jett and former NFL safety Dewey McDonald and MLB first-round draft pick Josh Cenate. The Jefferson "Cougar" Marching Band, under the direction of Mr. J.P. Lynch Jr., is recognized as one of the top bands in West Virginia. The band has over 175 student musicians, and in 2012 the band was awarded first place in the Tournament of Bands (TOB) championships. A notable achievement includes the honor of marching in the Cherry Blossom Festival in Washington D.C. in April of 2013, 2015, and 2022. The Jefferson High School Symphonic Band was also named The West Virginia Honor Band in 2011, 2013, 2015, 2017, 2019, and 2022.

The Peter Burr House was built between 1751 and 1755 near present-day Shenandoah Junction, West Virginia, making it one of the oldest houses in West Virginia. Burr, whose first cousin was Aaron Burr, was one of the first settlers in the area. It is the oldest surviving post-and-beam-construction house in West Virginia. The 9.5-acre (3.8 ha) property was acquired from Burr family descendants in the 1990s and has been under restoration by Jefferson County Historic Landmarks Commission.

Duffields is a passenger rail station on MARC Train's Brunswick Line, in the community of Duffields, West Virginia. Since it is located in West Virginia, the station is maintained by the West Virginia State Rail Authority rather than by MARC itself. Between 1976 and 1981 this station was served by Amtrak's Shenandoah which traveled between Washington and Cincinnati.In 2015, a study began to look into the feasibility of replacing the station with a new station in nearby Ranson, West Virginia.

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.

Duffields is an unincorporated community in Jefferson County, West Virginia, United States. Duffields depot is the second oldest surviving B&O depot, named for the pre-Civil War landowner who constructed it (Richard Duffield), and has been on the National Register of Historic Places since 2007. No longer in railroad use, it is expected to become a museum. During the American Civil War, a Confederate infantry company (Company H of the 2nd Virginia Infantry) was recruited from the area. The depot became a strategic target, most famous for its capture by Confederate Capt. John S. Mosby on June 29, 1864, as well as a raid his Rangers made on a Union army pay train on October 14, 1864 (the "Greenback raid"). The modern community is served by the Duffields MARC Train station, located on the Brunswick Line. Services to Washington, D.C., and Martinsburg are provided on weekdays.

Duffields station is a former Baltimore and Ohio Railroad station on the National Register of Historic Places, located in the village of Duffields, West Virginia, near Shenandoah Junction. Built in 1839, the depot is the second oldest surviving B&O depot. Only the Ellicott City Station in Ellicott City, Maryland is older. The depot and its environs were a significant focus of activity during the American Civil War, culminating in the "Greenback Raid" of 1864.

York Hill, near Shenandoah Junction, West Virginia is a historic property listed on the National Register of Historic Places. The original log portion of the house was built in the mid-1750s by Samuel Darke on a 360-acre (150 ha) tract conveyed by Thomas Fairfax, 6th Lord Fairfax of Cameron in 1754. The farm passed into the ownership of Colonel James Hendricks in 1762. Upon Colonel Hendricks' death in 1795, the farm was sold into ownership of the Snyder family. Due to heavy tax debt, the Snyder's lost the farm and Robert Hockensmith purchased it in 1939 in partnership with Milton Burr. Mr. Hockensmith later bought out Mr. Burr's share and transferred ownership of the property to his daughter, Mary Frances (Hockensmith) Hockman, upon her marriage in 1955. Upon Ms. Hockman's death in 2007, her son, Gordon Hockman, became the current owner. York Hill began as a farm consisting of livestock, grains, and tobacco. The Snyder's began to develop the farm as an apple/fruit orchard, and the Hockensmiths and Hockmans fully developed the commercial potential of the York Hill orchards which still operate today. Several additions have been made to the house since its humble origins as a simple two-storied log cabin. An extended two-storied wing was added in the late 1790s to include separate living quarters for another family member. A limestone addition to the house and other various stone out-buildings were built between 1802 and 1825, including the 1812 bank barn that is host to many weddings and receptions today. The last additions, to include the stately columned-front porch and west wing, were built in 1972 by Jerry Hockman.

Hazelfield, located near Shenandoah Junction, West Virginia is a historic farm, whose principal residence was built in 1815 for Ann Stephen Dandridge Hunter.

Bardane is an unincorporated community in Jefferson County, West Virginia, United States. It is located on West Virginia Route 9 between Kearneysville and Shenandoah Junction. Throughout its history, the community has been known as Brown's Crossing and Quincy's Siding. Bardane most likely was the name of a local settler.

Rock Spring is a historic farmstead property near Shepherdstown, West Virginia.

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

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.