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The East Park Towers are a historic apartment building at 5236-5252 S. Hyde Park Boulevard in the Hyde Park neighborhood of Chicago, Illinois. The building was constructed in 1922-23 during a period of residential growth in Hyde Park. While it had no guest rooms, the apartments offered similar amenities to an apartment hotel, such as housekeeping service. Apartment hotels were popular as part-time housing for wealthy workers, as they combined the amenities of in-home service with the affordability of apartments, and the East Park Towers were one of several such apartments built in Hyde Park at the time. Architect William P. Doerr designed the building in the Georgian Revival style; his design included terra cotta belt courses and quoins and Palladian windows on the first floor.The building was added to the National Register of Historic Places on May 14, 1986.

The Hotel Del Prado is a historic apartment hotel at 5307 S. Hyde Park Boulevard in the Hyde Park neighborhood in Chicago, Illinois. Built in 1918, it is the oldest of the several apartment hotels built in Hyde Park in the late 1910s and 1920s. Hyde Park was growing in both population and prestige at the time, creating a need for additional housing. Apartment hotels were a fashionable choice, as they combined the amenities and prestige of hotels with the affordability of apartments. The Hotel Del Prado had 198 apartments and included commercial space on its first and second floors. Its Neoclassical design includes Palladian windows on its lower floors, terra cotta trim throughout its exterior, and carved American Indian heads atop terra cotta columns.The building was added to the National Register of Historic Places on May 14, 1986.

Akiba-Schechter Jewish Day School is a private Jewish day school in Hyde Park, Chicago. It is the only Jewish school on Chicago's South Side and attracts a wide range of students from across the Chicago metropolitan area. Tuition for the 2023-2024 school year is between $24,730 and $26,190 based on grade level.

The Mayfair Apartments are a historic apartment hotel at 1650–1666 E. 56th Street in the Hyde Park neighborhood of Chicago. Built in 1926, the building was part of a wave of residential department in Hyde Park, and it was one of several apartment hotels constructed there in the late 1910s and 1920s. Apartment hotels were popular among wealthy workers looking for part-time city housing, as they combined the amenities and prestige of a hotel with the price and location of apartments. The architecture firm Lowenberg & Lowenberg designed the building in the Georgian Revival style. The building's first three stories are clad with limestone and decorated with flat Corinthian columns and balustrades on the second-story windows. The remainder of the building is brick and includes a dentillated cornice at its roof and a second cornice above its eleventh story.The building was added to the National Register of Historic Places on May 14, 1986.

The Hyde Park–Kenwood National Bank Building was built in 1928–29 at 1525 East 53rd Street, Chicago, Illinois, as the headquarters and sole business location of the Hyde Park–Kenwood National Bank, a community bank that served the Chicago neighborhood of Hyde Park. When opened for business in April 1929, this 10-story structure was the largest bank building in Chicago outside of the Chicago Loop. The building was designed by K.M. Vitzthum & Co. in the Classical Revival style, with some Art Deco ornamentation; it is faced with Bedford stone. The facade and the second floor main banking hall were renovated by Florian Architects under the design direction of Paul Florian in 2005. The building is now a Chicago Landmark.The Hyde Park–Kenwood National Bank, controlled by banker-developer John A. Carroll, was meant to be a pillar of its Chicago neighborhood. Like other bank buildings constructed before the Great Depression, the Hyde Park Bank Building was built to serve as a multi-purpose facility, with the building's 53rd Street frontage rented out to retail stores, the bank's public space occupying the interior of the first floor and all of the second floor, back-office facilities occupying more space, and additional office space set aside for rental by independent professionals such as physicians and lawyers. A thriving nearby electric railway station made this a prime location for capital-intensive development.Constructed for $2 million, this bank building opened only six months before the Crash of 1929, which permanently affected the U.S. banking business. As a result of the Great Depression, the building's flagship institution, Hyde Park–Kenwood National Bank, closed permanently in June 1932; depositors were eventually paid off in full, but had to wait until World War II for the final payout. However, another chartered bank then occupied the unused financial space, and the 1929 structure continued in use for banking purposes as of 2012.The bank building is built on the historic location of the town hall of the former Hyde Park Township, the municipal government of independent Hyde Park prior to annexation by the city of Chicago in 1889.

Harper Court is a mixed-use commercial development in the Hyde Park community area on the South Side of Chicago, Illinois, United States, that includes a Hyatt Hotel and a 12-storey office tower that is leased and occupied by the University of Chicago. Although the hotel opened on September 17, 2013, the commercial structure, which also has extensive retail and parking space, officially opened on November 8, 2013. The University of Chicago exercised its option to purchase most of the development on November 13 and then put most of what it acquired up for sale in March 2014. The University provided much of the financing and retains a master lease over the retail tenants. The development was acquired by Clal Insurance Company in July 2014.

The Hyde Park House was a four-story wood frame upscale hotel in Chicago, built and run by Paul Cornell, that served as the centerpiece for Hyde Park social life from 1857 until 1879. It was located on 53rd Street adjacent to Lake Michigan on land currently occupied by the Hampton House. Cornell successfully marketed Hyde Park as an affluent suburb and resort area. Hyde Park retained this image until the 1930s. The hotel not only served as host to affluent Chicagoans with leisure time and discretionary income, but also served as host to visiting dignitaries. Mary Todd Lincoln brought her sons, Robert and Tad, there after the assassination of Abraham Lincoln where they stayed for two and half months before moving downtown. It also served as host to Prince of Wales, Albert Edward during his 1860 visit to Chicago. The hotel also served as lodging for those studying new home sites in the region and for those overseeing new residential construction.

51st–53rd Street (Hyde Park) is a commuter rail station within the City of Chicago serves the Metra Electric Line north to Millennium Station and south to University Park, Blue Island, and South Chicago. As of 2018, the station is the 78th busiest of Metra's 236 non-downtown stations, with an average of 671 weekday boardings. The station location, one of the oldest in the United States, has been in continuous use by commuters since 1856. During peak commute hours, many express trains stop at this station. At off-peak hours, it is served mainly by local trains. Station entrances are located at E. Hyde Park Boulevard (5100 S.)/Lake Park Avenue and at 53rd Street/Lake Park Avenue. The station is located near Kenwood Academy High School, the 53rd Street commercial district, and the Regents Park apartment complex. The East Hyde Park Boulevard (51st Street) viaduct was once the site of a graffiti mural, painted by non-profit youth organization Higher Gliffs with Metra's permission. In September 2006, the murals were whitewashed, possibly by mistake.The station was served by Illinois Central Railroad intercity-trains from Chicago to points south at an island platform on the two non-electrified tracks east of the electrified tracks. Amtrak's City of New Orleans, Illini, and Saluki still pass by the station without stopping. Prior to October 16, 1966, the South Shore Line also stopped at this station. On that date trains ceased calling at 53rd and instead began stopping at 57th Street, the next station south.

The Hampton House is a residential condominium located in the Hyde Park neighborhood of Chicago, Illinois on the property that once housed the Hyde Park House, a hotel built by Hyde Park founder Paul Cornell in the 1850s. The property was originally named the Sisson Hotel when constructed in 1918.

Solstice on the Park is a residential building in Chicago designed by architect Jeanne Gang and completed in 2018 in the Hyde Park Community area.

The Poinsettia Apartments (also spelled the Poinsetta Apartments) are an apartment hotel at 5528 S. Hyde Park Boulevard in the Hyde Park neighborhood of Chicago, Illinois. Built in 1929, the building was the last of several apartment hotels built in Hyde Park during a period of residential development in the late 1910s and 1920s. Apartment hotels were popular among wealthier workers in the city at the time, as they combined the amenities and prestige of hotels with the affordability of apartments. The Poinsettia Apartments were both the smallest of the Hyde Park apartment hotels and the only building designed in the Spanish Colonial Revival style. Its design features pilasters spanning the height of the building, terra cotta ornamentation, and decorative window surrounds on the first two floors.The building was added to the National Register of Historic Places on May 14, 1986.

Hotel Windermere was a hotel in Hyde Park, Chicago, United States, located at 56th Street and Cornell Avenue. It was built in 1892 for the Columbian Exposition. In 1924 it was rebuilt with a West and East hotel under Rapp & Rapp, who also built the Chicago Theatre and the Tivoli Theatre. The 12-story hotel had 482 guest rooms and 200 apartments and had a tunnel connecting the two hotels. Over the years Windermere East attracted guests such as John Rockefeller, Philip Roth, George Burns and Gracie Allen, and American football teams. Windermere West was demolished in 1959 to make way for a parking lot, and in 1981 Windermere East was converted into apartments and placed on the National Register of Historic Places a year later under the title Hotel Windermere East.