The boundaries for the district are roughly encompassed by Jefferson Street on the south, Franklin Street on the north, and 3rd and 5th Street on the east and west. The grounds cover and include 62 buildings and objects. Of those, 51 are contributing properties, 44 buildings, two structures and five objects. Another eleven buildings are considered non-contributing to the overall general historical character of the historic district.
Architecture
The 44 buildings, five objects and two structures that make up the contributing properties of the historic district represent a wide range of architectural styles and uses. Italianate, Romanesque Revival, Queen Anne, Art Nouveau, Art Deco and the Arts and Crafts Movement, and other styles and movements, have all had their influences on the collection of mostly low level commercial architecture in the district.
Structures
Of the numerous buildings two of them are listed individually on the National Register of Historic Places. They are the Arts and Crafts Oregon Public Library and the Romanesque Revival Ogle County Courthouse. The buildings are a mix of commercial, government and private residence usage, mostly some apartments on the upper floors of some buildings. Aside from buildings other sites are included, such as, cannons, a drinking fountain, sculptures and a well house.
F.G. Jones Block
This two-story Italianate structure is attached to two other historically significant buildings at the corner of Washington and Third Streets in Oregon. It is the most ornately detailed of the three.
Jacobs Block
The three-story Italianate Jacobs Block was known also as the National Clothing House. The structure was built sometime around 1870 and the aluminumawning was added in the 1960s.
Masonic Temple Lodge No. 420
This three story yellow brick building is in the 100 Block of South Fourth Street. Its exterior is decorated with ivory brick detailing and it sports a three globe milk glass sign over the door on its second story.
The Romanesque Revival Ogle County Courthouse stands in the middle of a large public square. Though no longer the county's primary judiciary center some county office still occupy the first two floors. The building was designed by Chicago architect George O. Garnsey and constructed in 1891.
The Oregon City Hall was constructed in 1920, though its front facade, specifically the windows, have seen some renovations and replacement. The building is still home to the city government in Oregon, Illinois.
Oregon Coliseum
The Oregon Coliseum stands on the corner of Fourth Street and Franklin Street on the north end of the historic district. The largely stucco exterior is heavily influenced by Art Deco style.
Oregon Public Library
The design of the Oregon Public Library is a product of the Arts and Crafts Movement. Its second story includes an art gallery which displays works from its permanent collection which includes donated works created by Lorado Taft and Nathaniel Currier.
This 1910 theater building started as the Star Theater and was later the Oregon Theater. The facade was re-clad around 1940. Though now converted for commercial use the building still features its marquee with "OREGON" written on it in large neon letters.
This traditional I-house structure was built around the beginning of the American Civil War and began its history as a private residence. Later it was converted into the Rock River Hotel and then later the Blackhawk Hotel. Oregon once had three historic hotel buildings, the Rock River Hotel is the last of those standing.
Historically Ogle County's largest employer the Schiller Piano Company building is a industrial building on the northern end of the district. Its iron water tower base still stands in the northwest section of the lot. Both separately contribute to the integrity of the historic district.
T. Goings Building
The two-story Italianate T. Goings Building stands out because of wooden pediment over the brick parapet which is emblazoned with the name "T. Goings". The building was constructed of red brick in 1895.
The Soldiers' Monument
The Soldiers' Monument is located on the courthouse square. It features three sculptures by Lorado Taft and an exedra designed by the architects Allen and Iriving Pond. It was originally dedicated to Ogle County veterans of the Civil and Spanish–American Wars, later World War I veterans were added.
Union Block Opera House
The three-story structure known as the Union Block, or Hall, Opera House is a Romanesque Revival influenced building constructed around 1880.
Unity Building
The Unity Building is an ornate Queen Anne commercial building. It has a large second story oriel which causes it to stand out from the surrounding buildings which are designed in a more sedate Classical Revival and Italianate styles.
