Adam Kurtz House

Winchester is the northwesternmost independent city in the Commonwealth of Virginia. It is the county seat of Frederick County, although the two are separate jurisdictions. The Bureau of Economic Analysis combines the city of Winchester with surrounding Frederick County for statistical purposes. As of the 2020 census, the city's population was 28,120.Winchester is the principal city of the Winchester, Virginia–West Virginia, metropolitan statistical area, which is a part of the Washington-Baltimore combined statistical area. Winchester is home to Shenandoah University and the Museum of the Shenandoah Valley.

The Winchester Historic District is a national historic district located at Winchester, Virginia. The district encompasses 1,116 contributing buildings in Winchester. The buildings represent a variety of popular architectural styles including Late Victorian and Italianate. They include residential, commercial, governmental, industrial, and institutional buildings dating from the 18th to mid-20th centuries. Notable buildings include the A.M.E Church (1878), Masonic Lodge and Gray and Eddy Building, First Presbyterian Church (1841, 1883), Farmers and Merchants Bank (1902), Frederick County Courthouse (1840), Grace Lutheran Church (1841, 1875), Friendship Fire Hall (1892), John Kerr School (1883, 1908), City Hall (1900), Lewis Jones Knitting Mill (1895), Tidball Residence (c. 1835), William F. Hottle Residence (c. 1880), McGuire Residence (c. 1820), and Robert Long House (c. 1930). Located in the district are the separately listed Thomas J. Jackson Headquarters, Fair Mount, Handley Library, Adam Kurtz House, and Daniel Morgan House.It was listed on the National Register of Historic Places in 1980, with boundary increases in 2003, 2008, and 2016.

Christ Church, or Christ Episcopal Church, is an Anglican church in Winchester, Frederick County, Virginia. The church was founded in 1738, with its first vestry elected in 1742. It is the seat of Frederick Parish, Diocese of Virginia, which once covered half of the Shenandoah valley and western Virginia, including what became West Virginia. The current church building, the parish's third, was designed by Robert Mills (who also designed the Washington Monument and Monumental Church in Richmond, Virginia) - it was completed in 1828, and is the oldest church building continuously used for religious purposes in the county. It is a contributing building in the local Historic District which predates the National Register of Historic Places, and which has been expanded three times since 1980.The early organizational history of Christ Church differs significantly from that of the Episcopal Church in Frederick, Maryland, the nearby and similar gateway parish during colonial era settlement in Maryland, although the two churches had similar experiences of expansion and during the American Civil War, and remain prominent both architecturally and socially in their historic towns. Christ Church is now one of five Anglican churches in the historic Virginia gateway city. The other churches are: historic St. Paul African Methodist Episcopal (founded in 1867, one of the first AME churches and also a contributing building to the historic district), St. Paul's on the Hill (which began as a mission of this church at the city's outskirts in 1966 and became an independent parish in 1996), St. Michael Anglican Church (founded by a British movement and using the 1928 Book of Common Prayer) and Winchester Anglican Church (founded as a mission of the Anglican Church in North America circa 2010) .

The Second Battle of Winchester was fought between June 13 and June 15, 1863 in Frederick County and Winchester, Virginia as part of the Gettysburg Campaign during the American Civil War. As Confederate Lieutenant General Richard S. Ewell moved north through the Shenandoah Valley in the direction of Pennsylvania, his corps defeated the Union Army garrison commanded by Major General Robert H. Milroy, capturing Winchester and numerous Union prisoners.

Frederick County Courthouse is a historic county courthouse located at Winchester, Frederick County, Virginia. It was built in 1840, and is a two-story, rectangular, brick building on a stone foundation and partial basement in the Greek Revival style. It measures 50 feet by 90 feet, and features a pedimented Doric order portico and a gabled roof surmounted by a cupola. Also on the property is a contributing Confederate monument, dedicated in 1916, consisting of a bronze statue of a soldier on a stone base.The building currently houses the Shenandoah Valley Civil War Museum.It was listed on the National Register of Historic Places in 2001. It is located in the Winchester Historic District.

The Triangle Diner is an American diner in Winchester, Virginia. It was built in 1948 by the Jerry O'Mahony Diner Company of Elizabeth, New Jersey.It is one of the best preserved classic diners in America, with close to 100% of the original features still intact. Key features include elaborate stainless steel ornamentation on the exterior, rounded interior ceiling with hidden lighting cove on all sides, a counter with stools and booths for patron seating, and terrazzo concrete floor. O'Mahony was a significant and prolific diner manufacturing company and set high standards for diner construction quality and craftsmanship. O'Mahony's work served as an inspiration for other diner manufacturers throughout the 1940s and 1950s. The Triangle Diner is an example of "Moderne architectural features" that are representative of the stainless steel prefabricated diners of the post–World War II era. The entire diner building – approximately 43 by 16 feet – was built at the O'Mahony Diner Company factory in New Jersey and once fully complete was then transported by train nearly 300 miles to Winchester, Virginia. It has been at the same intersection in Winchester since it first arrived, more than 60 years ago. Diners of this design somewhat resemble and are often confused with railroad cars removed from their wheels.The Triangle Diner was listed on the National Register of Historic Places by the U.S. Department of the Interior on March 31, 2010, and was added to the Virginia Landmarks Register on December 17, 2009. The building is currently closed pending the completion of a comprehensive restoration that stalled out in 2014. The Triangle Diner is the older of only two stainless steel O’Mahony diners in Virginia. Of the more than 2,000 O'Mahony diners once built, only a few dozen still remain nationwide. Country music legend Patsy Cline worked at the diner for three years after dropping out of high school to help support her mother and siblings.

Daniel Morgan House, also known as the George Flowerdew Norton House, Boyd House, and Sherrard House, is a historic home located at Winchester, Virginia. It is a 2+1⁄2-story, seven bay, 17 room, Late Georgian style brick dwelling. It has a side-gable roof and paired double interior chimneys. The oldest section was built about 1786 for George Flowerdew Norton, and the western stuccoed brick wing was built for Daniel Morgan (1736–1802) about 1800. A brick kitchen, built about 1820 is attached to the north side of the dwelling and two-story addition, constructed about 1885, is attached to the northwest corner of the house. A one-room addition was added to the eastern side about 1890, and a second-story room was built above the back porch about 1915. Also on the property is a contributing coursed stone retaining wall (c. 1900).It was added to the National Register of Historic Places in 2013. It is located in the Winchester Historic District. Gen.Daniel Morgan died in this house on July 6, 1802. The house then was the home of his daughter.

Handley Library is a historic library building located at 100 West Piccadilly Street in Winchester, Virginia, United States. Completed in 1913, construction of the Beaux-Arts style building was funded by a wealthy Pennsylvania businessman. The building serves as the main branch for Winchester's library system, the Handley Regional Library System. It was listed on the National Register of Historic Places (NRHP) and Virginia Landmarks Register (VLR) in 1969.

The Patsy Cline Historic House at 608 S. Kent St., in a working-class neighborhood of Winchester, Virginia was the home from 1948 to 1953 of Virginia Patterson Hensley, who later became the country music star known as Patsy Cline. She moved out of the house when she got married at the age of 21 to Gerald Cline, but returned intermittently afterwards. The house was placed on both the Virginia Landmarks Register and the National Register of Historic Places in 2005, and a Virginia State Historical Marker was placed there about the same time. The house was designated a National Historic Landmark in 2021.

The George Washington Hotel is a historic hotel located in downtown Winchester, Virginia. It was built in 1924 by The American Hotel Corporation, as part of their "Colonial Chain" of hotels. Like many hotels of the era, the property was built in close proximity of a B&O train station and was constructed to provide lodging to railroad passengers.

Fair Mount is a historic home located at Winchester, Virginia. It was built about 1809 by Lewis Barnett for local merchant Joseph Tidball. It is a two-story, five bay, stuccoed stone dwelling, with 1+1⁄2-story flanking wings. The house exhibits elements of the Late Georgian style in its massing and elements of the Federal style in its detailing. It was remodeled in 1929 in the Colonial Revival Style and the formal gardens and garage constructed.It was added to the National Register of Historic Places in 2004. It is located in the Winchester Historic District.

Mount Hebron Cemetery and Gatehouse is a historic cemetery and gatehouse located at Winchester, Virginia. The cemetery was established in 1844 on two older churchyards, including that of Christ Episcopal Church in 1853. Many Civil War soldiers who died in Winchester's hospitals were interred in this cemetery, but after the war, the Union Burial Corps reinterred many Union dead into the Winchester National Cemetery established nearby, or to their home towns. The 1866 expansion included Stonewall Confederate Cemetery for 2,576 Confederate war dead. Iron fence added in 1891 and the Chateauesque style limestone gatehouse for superintendent added in 1902.Founding Father Daniel Roberdeau (1727–1795) and Revolutionary War hero Daniel Morgan (1736–1802) are buried at Mount Hebron. It was added to the National Register of Historic Places in 2009.