Green Garden (Upperville, Virginia)

Oakley is a historic home and farm located near Upperville, Fauquier County, Virginia.

Upperville Historic District is a national historic district located at Upperville, Fauquier County, Virginia. It encompasses 75 contributing buildings in the rural village of Upperville. The district includes residential, commercial, and institutional buildings that mostly date to the first half of the 19th century. Notable buildings include the Joseph Carr houses (1796, 1810), the Doctor Smith House (1830s), the United Methodist Church (1833), the Upperville library (1826), the Upperville Primitive Baptist Church (1840) and the Baptist Church (1889).It was listed on the National Register of Historic Places in 1972.

Upperville is an unincorporated village in Fauquier County, Virginia, United States, along U.S. Route 50 fifty miles from downtown Washington, D.C., near the Loudoun County line. Founded in the 1790s along Pantherskin Creek, it was originally named Carrstown by first settler Josephus Carr. Through an 1819 Act passed by the Virginia General Assembly, the name was changed to Upperville. John Updike wrote of Upperville in his sardonic 1961 poem Upon Learning That a Town Exists Called Upperville.

Upperville United Methodist Church is a historic church in Upperville, Virginia, United States, on Delaplane Grade Road, just off U.S. Route 50. The single-room church is a brick structure built in 1833, with 15-foot-high windows on its side. During the Civil War, it was used as a hospital, as were many other local churches. Originally, the church had a slave balcony wrapping around its whole length, but the balcony was destroyed during the war to use for firewood, and was later partially rebuilt. The cornerstone near the top of the building reads "METHODIST E. CHURCH. DEDICATED NOVEMBER 3, 1833." The church is part of the Upperville Historic District, which was added to the National Register of Historic Places in 1972.

Willisville is an unincorporated community in southwestern Loudoun County, Virginia, about sixteen miles from the county seat, Leesburg. Willisville is located at the crossroads of Willisville, Millville, and Welbourne Roads. It is named after freed slave Heuson Willis, who bought a cabin and three acres of land shortly after the American Civil War. The tight-knit predominantly African American community of about a dozen houses and church became one of the last communities in wealthy Loudoun County without running water.The Virginia Piedmont Heritage Area Association campaigned to have Willisville designated an historic site. Historic Preservationist Jane Covington finalized the nomination application for the historic village to be listed in the National Register of Historic Places, and has submitted it to the Virginia Department of Historic Resources (VDHR) for review at their September 2019 quarterly meeting. Willisville was added to the National Register in 2019.

The Battle of Upperville took place in Loudoun County, Virginia on June 21, 1863 during the Gettysburg Campaign of the American Civil War.

Llangollen Farm is an historic American horse and cattle farm located in western Loudoun County, Virginia on Trappe Rd. near Upperville at the foot of the Blue Ridge Mountains. Eight miles (13 km) from the town of Middleburg, the area is home to a number of prominent Thoroughbred-breeding farms and a large country estates. The farm was listed on the National Register of Historic Places in 2017.

Rose Hill Farm is a home and farm located near Upperville, Loudoun County, Virginia. The original section of the house was built about 1820, and is 2+1⁄2-story, five-bay, gable roofed brick dwelling in the federal style. The front facade features an elaborate two-story porch with cast-iron decoration in a grapevine pattern that was added possibly in the 1850s. Also on the property are the contributing 1+1⁄2-story, brick former slave quarters / smokehouse / dairy (c. 1820); one-story, log meat house; frame octagonal icehouse; 3+1⁄2-story, three-bay, gable-roofed, stone granary (1850s); a 19th-century, arched stone bridge; family cemetery; and 19th-century stone wall.It was listed on the National Register of Historic Places in 1994.

Newstead Farm is a Thoroughbred horse breeding farm near Upperville, Virginia founded in 1936 by Taylor Hardin. Following Hardin's death in 1976, the farm was operated by a trust that included his son, Mark. The property was eventually sold to Bertram and Diana Firestone.In July 2018 the Firestone family placed the estate on 353 acres up for sale with a price of $13,500,000 Per Bertram "... time marches on and we have slowed down our various pursuits. We feel it is time to turn the reins over to a new owner that will be able to use and enjoy the farm to its fullest capacity." The farm sold for $9.5 million in March 2020.

Blue Ridge Farm is a historic home and farm located near Upperville, Fauquier County, Virginia.

Howardsville is an unincorporated community in southwestern Loudoun County, Virginia. It is located at 39°2′16″N 77°50′19″W.

The Goose Creek Stone Bridge crosses Goose Creek in Loudoun County, Virginia. The 200-foot (61 m) long stone arch bridge spans the creek in four arches. Built about 1810, it is the largest stone turnpike bridge in northern Virginia, designed to carry the Ashby's Gap Turnpike across the creek. The turnpike was replaced by U.S. Route 50, which crosses the creek a short distance to the south. The bridge is no longer used for vehicular traffic. The bridge was a center of fighting in the American Civil War on June 21, 1863, during the Battle of Upperville. The Goose Creek Bridge was placed on the National Register of Historic Places on October 9, 1974.