Hotel Gleason/Albemarle Hotel, Imperial Cafe

The West Main Street Historic District encompasses a late 19th and early 20th century commercial area of Charlottesville, Virginia, developed during the area's growth as a streetcar suburb. It is basically linear in character, extending along West Main Street from Ridge Street in the east to the railroad crossing west of 8th Street in the west. The oldest building in the district is the c. 1820 Inge's Store, and the district includes the city's memorial to Meriwether Lewis and William Clark.The district was listed on the National Register of Historic Places in 2017.

WKAV (1400 AM) is a contemporary Christian formatted broadcast radio station licensed to Charlottesville, Virginia, serving Charlottesville and Albemarle County, Virginia. WKAV is owned and operated by Monticello Media.

Delevan Baptist Church, also known as First Baptist Church and First Colored Baptist Church, is a historic African-American Baptist church building located at 632 W. Main Street in Charlottesville, Virginia. It was built in 1883, and is a one-story, three bay by six bay, Victorian Romanesque style brick church. It sits on a raised basement and features with a square projecting central tower topped by a large octagonal lantern on a square base, both of wood.It was added to the National Register of Historic Places in 1982. It is located in the Fifeville and Tonsler Neighborhoods Historic District.

Paxton Place is a historic home located at Charlottesville, Virginia. It was built about 1824, and is a 2+1⁄2-story, four-bay, Federal style brick dwelling. It has a side gable roof and two interior chimneys connected by a curtain. The house has been occupied by the Shisler Funeral Home and the Loyal Order of Moose Lodge.It was listed on the National Register of Historic Places in 1982.

Peyton–Ellington Building is a historic commercial building located at Charlottesville, Virginia. It was built in 1893, and is a two-story, three-bay, brick building with an iron front facade. The facade features decorated pilasters at each end that support a cornice with a plain frieze, modillions, and cornice stops.It was listed on the National Register of Historic Places in 1982.

The Jefferson School is a historic building in Charlottesville, Virginia. It was built to serve as a segregated high school for African-American students. The school, located on Commerce Street in the downtown Starr Hill neighborhood, was built in four sections starting in 1926, with additions made in 1938–39, 1958, and 1959. It is a large two-story brick building, and the 1938–1939, two-story, rear addition, was partially funded by the Public Works Administration (PWA).This building operated from 1926 to 1951 as Charlottesville's first high school for Black students. In 1951, it became an elementary school for Black students. In 1958, Jefferson School students sought application to local white-only schools, sparking the city government to join the statewide massive resistance movement against school integration. After serving many uses over the following decades, it reopened in 2013 as the Jefferson School City Center, a multi-use facility that houses the Jefferson School African American Heritage Center, the Carver Recreation Center, and local community organizations.

Pitts-Inge is a historic commercial building located at Charlottesville, Virginia. It was built in 1820, and is a two-story, Federal style, brick building. Only the right half of the building, with two stories and the bays were part of the original structure. It was listed on the National Register of Historic Places in 1980.Inge's Store is a grocery, built in the Federal Style, in 1820 by Johnson W. Pitt, originally as a residence. Its significance is in its style, its metal canopy, and its historic ownership, belonging to and operated by the same family since 1890. In 1820, Pitt bought two unimproved lots from Joseph Bishop for 100 dollars. Pitt built a house on the lot, and sold it to Lawrence P. Catlett for $1,000 in September 1821. Catlett sold the property for $812.84 in September 1828 to William F. Gooch, who sold it in January 1883 for $700. A brick kitchen was added during this time. In 1841 it was purchased, with improvements, for $2,000 by the Methodist Episcopal Church to be used as a parsonage. The church was forced to sell the house at public auction to Nimrod Sowell for $1,220 in 1842. In 1850 it was purchased by Harris & Taylor and became an iron foundry. In November 1853 it was sold to Musgrove and Patterson, merchants. When Musgrove and Patterson's business ended, the property was sold for $1,900 to John M. Barksdale and John N. Fry. During their 4-year ownership a smokehouse was added. In 1863, the property was sold to Isaac and Simon Letterman for $4,050. In 1887, the property was sold for $2,500 to Liebichen Levine, who then sold it to George Pinkney Inge for $3,000 in February 1890. Inge had been born a slave. He worked as a school teacher in Charlottesville, but opened the building at 331-333 West Main for business in July 1891. The Inge family continued to operate the property until it was sold to Leslie C. Lafon in December 1979. By 1896, the building had doubled in size, with a second wing added. By 1907 a frame porch was added to the rear, and by 1920 more rooms were added, bringing the building to its current shape.

The Charlottesville Union Station, located in Charlottesville, Virginia, United States, is served by Amtrak's Cardinal, Crescent, and daily Northeast Regional passenger trains. It is Amtrak's third-busiest station in Virginia, aside from its all-auto Auto Train station in Lorton. The station is situated in the northeast quadrant of the junction between two railway lines. The Cardinal uses the east–west line, owned by the state of Virginia, and formerly by CSX Transportation, and operated by the Buckingham Branch Railroad, while other services use the north–south line owned and operated by Norfolk Southern Railway. The station is within walking distance of the University of Virginia, which is the major employer in the area.

Rose Cottage/Peyton House is a historic home located at Charlottesville, Virginia. It was built in 1856, as a simple three-bay, single-pile, two-story rectangular frame dwelling. The house is sheathed in weatherboard. Later 20th century additions include a single story Colonial Revival porch; matching one-story, one room wings; and a two-story, perpendicular house joined by and enclosed porch.It was listed on the National Register of Historic Places in 1983, and was removed from the National Register in 2017.

Mount Zion is a historic Baptist church located at Charlottesville, Virginia. Although the current Mount Zion Baptist Church has only been in existence since 1884, the roots of the church are much deeper. The church began with a petition in 1864 to separate from the segregated white Baptist church, and the congregation was officially organized in 1867. Initially taking residence in the house of Samuel White, the congregation soon grew too large for the house, and in 1875 built a wooden church in the lot next door. In 1884, they finished the current, brick church that still stands today. The church was designed by George Wallace Spooner, who also helped rebuild the Rotunda at the University of Virginia.Rich in cultural history, the Mount Zion Baptist Church has seen more than just prayer. A social and political hub for African-Americans, it has seen the turbulent times of Jim Crow, the Civil Rights Movement, and Urban Renewal. The congregation is still in place today, and the church remains a pillar of strength and pride in the black community. In 1966 the Minister of the Mount Zion Baptist Church was J.B. Hamilton and the Clerk was Mrs. Ethel P. Nicholas.It was listed on the National Register of Historic Places in 1992.

Benjamin Tonsler House is a historic home located at Charlottesville, Virginia. It was built in 1879, and is a two-story, stuccoed frame Late Victorian dwelling with elements of the Italianate and Second Empire styles. It has a rear wing, high-pitched gable roof, and a projecting corner tower with a mansard roof.It was listed on the National Register of Historic Places in 1983. It is located in the Fifeville and Tonsler Neighborhoods Historic District.

Ridge Street Historic District is a national historic district located at Charlottesville, Virginia. The district encompasses 32 contributing buildings in a four block residential section of the city of Charlottesville. It was primarily developed after the 1870s-1880s. Notable buildings include the Gleason House (1890s), Fuller-Bailey House (1892), Clarence L. Hawkins House (1915), Bibb-Wolfe House (c. 1850), Gianny-Bailey House (1895), Walters-Witkin House (c. 1881), and Colonel John B. Strange House (1855).It was listed on the National Register of Historic Places in 1982.