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Courthouse Square Historic District is a national historic district located at Bloomington, Monroe County, Indiana. The district encompasses 57 contributing buildings in the central business district of Bloomington. It developed between about 1847 and 1936, and includes notable examples of Classical Revival, Beaux Arts and Italianate style architecture. Located in the district are the separately listed Bloomington City Hall, Monroe County Courthouse, Princess Theatre, and Wicks Building. Other notable buildings include the Federal Building (c. 1912), Masonic Temple, former Faulkner Hotel (c. 1847), Odd Fellows Building (1892), Allen Building (1907), First National Bank Building (1907), Knights of Pythias Building (1907), and Graham Hotel Building.It was listed on the National Register of Historic Places in 1990.

Monroe County Courthouse in Bloomington, Indiana is a Beaux Arts building built in 1908. It was listed on the National Register of Historic Places in 1976. It is located in the Courthouse Square Historic District and is the seat of government for Monroe County, Indiana.

Waldron Arts Center, also known as the Old City Hall and Fire Station, is a historic city hall located at Bloomington, Indiana. It was built in 1915, and is a three-story, rectangular, Beaux-Arts style limestone building. Additions were made in 1950 and 1972. It features a modest entrance portico.It was listed on the National Register of Historic Places in 1989. It is located in the Courthouse Square Historic District.

The Bloomington freight station is a historic train station in downtown Bloomington, Indiana, United States. Constructed in the early twentieth century, it has endured closure and a series of modifications to survive to the present day, and it has been declared a historic site. Used only occasionally for many years, it is one of the most important buildings in a large historic district on the city's west side.

The Wicks Building is a historic commercial building on Courthouse Square in downtown Bloomington, Indiana, United States. Built in the early twentieth century in a distinctive style of architecture, it has remained in consistent commercial use throughout its history, and it has been named a historic site because of the importance of its architecture.

Prospect Hill Historic District is a national historic district located at Bloomington, Monroe County, Indiana. The district encompasses 38 contributing buildings and 8 contributing structures in a predominantly residential section of Bloomington. It developed between about 1840 and 1936, and includes notable examples of Queen Anne, Colonial Revival, Tudor Revival, Mission Revival, and Bungalow/American Craftsman style architecture. Located in the district is the separately listed Blair-Dunning House.It was listed on the National Register of Historic Places in 1991.

Johnson's Creamery is a historic creamery building located at Bloomington, Monroe County, Indiana. The original section was built about 1914, and is a two-story, rectangular, red brick building. Additions were made to the original building until 1951, and are all constructed of red brick with parapets. The iconic smokestack dates to 1949. Johnson's Creamery vacated the building in 1987.: 5–6 It was listed on the National Register of Historic Places in 1996. It is located in the Bloomington West Side Historic District.

The Buskirk-Chumley Theater, formerly the Indiana Theater, is a historic theater in Bloomington, Indiana. Originally built for vaudeville in 1922, it was also used for silent films and became a movie theater. More recently it was renovated for use as a performing arts venue. It hosts a variety of shows and performances. The theater is listed on the National Register of Historic Places. The theater is located in the Courthouse Square Historic District. The theater has a distinctive red neon marquee that says "Indiana". The theater was built in Spanish mission revival architecture style and held 616 seats when it was built. It is known locally as the "Indiana Theater" or the "Bus-Chum". It was used as a movie theater until 1995 when it was donated to the community for use as a performing arts center. The theater is located at 114 East Kirkwood Avenue.

The Steele Dunning Historic District is a neighborhood and historic district in Bloomington, Indiana, United States. Composed of small, single- or double-family houses, the district includes houses built from the late nineteenth century through the middle of the twentieth century.

The Blair–Dunning House is a historic house on the west side of Bloomington, Indiana, United States. Built in the 1820s as a farmhouse, it now lies at the heart of one of the city's neighborhoods, and it is one of Bloomington's most prominent houses. Once the home of the Governor of Indiana, it has been designated a historic site.

Second Baptist Church is a historic Baptist church located at Bloomington, Monroe County, Indiana. It was designed by noted African-American architect Samuel Plato and built in 1913. It is a one-story, "L"-plan, Romanesque Revival style stone building on a raised basement. It features broad round arched openings, a two-story bell tower, lancet windows, and oculus tracery.: 5 It was listed on the National Register of Historic Places in 1983. It is located in the Bloomington West Side Historic District.

Coca-Cola Bottling Company Plant is a historic Coca-Cola bottling plant located at Bloomington, Monroe County, Indiana. The original section was built in 1924, and is a two-story, roughly square, red brick building. A one-story section was added in a renovation of 1938–1939, along with Art Deco style design elements on the original building. It closed as a bottling plant in 1989, and subsequently converted for commercial uses.: 5, 14 It was listed on the National Register of Historic Places in 2000.