Winchester, VA–WV MSA

Springdale is a historic farm property at 1663 Apple Pie Ridge Road in rural northern Frederick County, Virginia. The roughly 4.5-acre (1.8 ha) property includes a well-preserved brick Federal-style farmhouse built in 1820, and a number of later outbuildings. It includes two stone outbuildings, a springhouse and smokehouse, that predate the house by about 13 years. The property was owned and farmed by the Lupton family for more than 150 years.The property was listed on the National Register of Historic Places in 2016.

Cedar Grove is an unincorporated community in Frederick County, Virginia, United States. Cedar Grove lies at the intersection of Cedar Grove, Saint Clair, and Old Baltimore Roads.

Welltown is an unincorporated community in northern Frederick County, Virginia, United States.

Nain is an unincorporated community in Frederick County, Virginia, United States. Nain is located northwest of Winchester along the North Frederick Pike (U.S. Highway 522). The community is situated within a gap in Little North Mountain and Flint Ridge.

James Wood High School is located at the northern tip of the Shenandoah Valley in Winchester, Virginia and is a part of the Frederick County Public School system. It is located at 161 Apple Pie Ridge Road. James Wood High School was established in 1950 on Amherst Street as the high school for Frederick County, Virginia. It combined the students of five other high schools in the county: Gainesboro, Gore, Stonewall, Stephens City, and Middletown. James Wood High School owes its name to a famous Revolutionary War colonel, James Wood, who was also governor of Virginia from 1796 to 1799. As Frederick County grew, the need for a larger school became evident. In 1981, the "Ridge Campus", on Apple Pie Ridge Road, was opened. Between 1981 and 1993, James Wood High School operated two campuses serving 9th and 10th grade students at the "Amherst Campus" and 11th and 12th grade students at the "Ridge Campus", offering busing for students between the two campuses for some classes (band, choir, upper level science classes, etc.). After the opening of Sherando High School in 1993, all grades of James Wood High School were consolidated to the Ridge Campus and the Amherst Campus became James Wood Middle School. Today, James Wood High School offers a wide range of programs formulated on the concept of teaching the total individual. Academics, athletics and activities play integral parts in the development of skills and knowledge. The current principal is Sam Gross. There are also three assistant principals who divide the student authority between them.

Albin is an unincorporated community in Frederick County, Virginia, United States. Albin lies to the northwest of Winchester on North Frederick Pike (U.S. Highway 522). It was also known as Bryarly.

White Hall is an unincorporated farming community in northern Frederick County, Virginia, established in the late 1810s and located near the crossroads of Apple Pie Ridge Road (VA 739) with Green Spring and White Hall (VA 671) Roads, astride Apple Pie Ridge (922 feet/281 meters).

The Battle of Rutherford's Farm, also known as Carter's Farm and Stephenson's Depot, was a small engagement between Confederate forces under Maj. Gen. Stephen D. Ramseur and Union forces under Brig. Gen. William W. Averell on July 20, 1864, in Frederick County, Virginia, during the American Civil War, as part of Confederate Lt. Gen. Jubal Early's Valley Campaign, resulting in a Union victory. Pvt. John Shanes, Company K, 14th West Virginia Infantry, received the Medal of Honor for his actions in the fighting near Carter's Farm, where he, "charged upon a Confederate fieldpiece in advance of his comrades and by his individual exertions silenced the piece."

Grimes is an unincorporated community in northern Frederick County, Virginia, United States. Grimes lies to the west of Cedar Hill on Welltown Road (VA 661).

Built by Confederate Lieutenant Collier and Virginia militia with the aid of Federal prisoners, the Fort Collier redoubt guarded the north entrance of Winchester, Virginia on the east side of the Martinsburg Pike. During later Federal occupations, it was known as Battery No. 10. The fort was set on low ground, and generally offered little military advantage, except as a guard post for the pike. LtGen Jubal Early used it as part of his defensive works in the Third Battle of Winchester.