Long Marsh Run Rural Historic District

Smithfield Farm is a historic plantation house and farm located near Berryville, Clarke County, Virginia, United States. The manor house was completed in 1824, and is a two-story, five-bay, brick dwelling in the Federal style. It has a low-hipped roof and front and rear porticos. Also on the property are a schoolteacher's residence and a combination farm office and a summer kitchen, each with stepped parapet faҫades. Also on the property are the contributing large brick bank barn (1822), a brick equipment shed, a slave quarters, and a stone stable, all built around 1820, and a wooden barn (c. 1830).It was listed on the National Register of Historic Places in 2001. Presently the house is a popular bed & breakfast, and home to organic farmer and New York Times best-selling author Forrest Pritchard, son of Ruth Smith Pritchard, owner of the bed and breakfast and a direct descendant of the original owners of Smithfield.

Wickliffe is an unincorporated community in Clarke County in the U.S. state of Virginia.

Wickliffe Church is a historic Episcopal church building located in Berryville, Clarke County, Virginia. The church has not been in active use since 1918, except for an annual homecoming service held in August and occasional special events.

Webbtown is an unincorporated community in Clarke County in the U.S. state of Virginia. Webbtown lies to the east of Berryville on Harry Byrd Highway (Virginia State Route 7) at its intersection with Wickliffe Road (VA 608).

Holy Cross Abbey is a monastery of the Catholic Order of Cistercians of the Strict Observance (OCSO), popularly known as the Trappists. The monastery is located near Berryville in the Shenandoah Valley of Virginia, United States.

Castlemans Ferry is an unincorporated community on the Shenandoah River in Clarke County, Virginia. State Route 7 crosses the Shenandoah via the Castlemans Ferry Bridge here.

Fairfield Farms is a historic estate house located near Berryville, Clarke County, Virginia. It was built in 1768, and designed by architect John Ariss and built for Warner Washington, first cousin to George Washington. During his surveying for Lord Fairfax, George Washington helped survey and layout the property for John Aris. It is a five-part complex with a 2+1⁄2-story hipped-roof central block having walls of irregular native limestone ashlar throughout. It is in the Georgian style. Located on the property are a contributing large brick, frame and stone barn and an overseer's house.In February 2018, Fairfield Farms was purchased by developer Charles Paret, a Virginia native, who was unsuccessful in his endeavor to develop the property. Fairfield was listed on the National Register of Historic Places in 1970.

Norwood is a historic plantation house and farm located near Berryville, Clarke County, Virginia. The main house was built about 1819, and consists of a two-story, three-bay, brick main block with two-story, brick side wing in the Federal-style. The front facade features a classical one-story, one-bay portico with Doric order columns. Also on the property are the contributing brick meathouse, which dates to the same period as the main house; a late 19th-century frame tenant house; and several late 19th-century agricultural buildings.It was listed on the National Register of Historic Places in 1994.

Gaylord is an unincorporated community in northern Clarke County, Virginia. Gaylord is located on Lord Fairfax Highway (U.S. Route 340). The community had its own post office in operation from 1880 to 1956.

The Battle of Cool Spring, also known as Castleman's Ferry, Island Ford, Parker's Ford, and Snicker's Ferry, was a battle in the American Civil War fought July 17–18, 1864, in Clarke County, Virginia, as part of the Valley Campaigns of 1864. The battle was a Confederate victory.

Cool Spring Battlefield is a historic American Civil War battlefield and national historic district located near Berryville, Clarke County, Virginia. It encompasses 17 contributing buildings, 26 contributing sites, and 11 contributing structures. The district includes the terrain and hydrography over which the Battle of Cool Spring, July 16–20, 1864, was fought and which served to shape the tactical progress of the engagement in time and space. The district also includes the archaeological and architectural remnants of plantations, farmsteads, transportation, mining, and industrial centers that were a part of the economically prosperous community over which the conflict was fought. Located in the district is the separately listed Wickliffe Church.It was listed on the National Register of Historic Places in 1997. In 2014, a revision eliminated a building constructed circa 1880 and an archeological site that had been disturbed and did not relate to the Civil War period.The Civil War Trust (a division of the American Battlefield Trust) and its partners have acquired and preserved 1,226 acres (4.96 km2) of the battlefield. Since 2013, Shenandoah University has helped protect the preserved land. One hundred ninety-five acres of the battlefield are known as the Shenandoah River Campus at Cool Spring Battlefield - an outdoor classroom for the university and the general public.

Shenandoah Retreat is an unincorporated community and census-designated place in eastern Clarke County, Virginia, on the east shore of the Shenandoah River. The population as of the 2010 United States Census was 518.