Cosmopolitan Church of Prayer

The Strand Hotel is a historic apartment hotel at 6315-6323 S. Cottage Grove Avenue in the Woodlawn neighborhood of Chicago, Illinois. Opened in 1915, the hotel offered both traditional guest rooms and long-term residences for customers who sought luxury amenities in apartment-style housing. Architects Davis & Davis designed the Classical Revival building, which has a red brick exterior with a terra cotta clad first floor, piers outlined in terra cotta, and an entablature and cornice at its roof. The hotel included a restaurant and banquet hall, the latter of which was used as a live music venue for many years. Once part of a major commercial district in Woodlawn, the hotel is now one of its few remnants and the only surviving apartment hotel building in the neighborhood. The hotel was added to the National Register of Historic Places on January 29, 2013.

The Tivoli Theatre was a movie palace at 6323 South Cottage Grove Avenue, at East 63rd Street, in the Woodlawn neighborhood of Chicago's South Side. It was the first of the "big three" movie palaces built by the Balaban & Katz theatre chain run by brothers A. J. Balaban, Barney Balaban and their partner Sam Katz, who were also owners of the Rivera Theater (North Side) and the Central Park Theater (West Side), that opened on 16 February 1921.

Cottage Grove (formerly East 63rd-Cottage Grove) is an 'L' station and the current terminus of the CTA Green Line's East 63rd branch, located in the Woodlawn neighborhood. The station, situated at 800 E. 63rd Street, opened on April 23, 1893. This station is the current terminal of the East 63rd branch of the Green Line, and the easternmost station on the 'L' system.

The Washington Park National Bank Building is a Neoclassical building at 6300 S. Cottage Grove in Chicago's Woodlawn neighborhood. It was designed by Albert A. Schwartz and was completed in 1924. Initial plans, unveiled in 1922, called for a nine story building, designed by Albert A. Schwartz, with work to begin in August 1922. However, these plans were changed, and its present design was later revealed in 1923.

The Sonia Shankman Orthogenic School, also known simply as the Orthogenic School or informally as the O-School, is a therapeutic day school for children and adolescents typically classified as emotionally challenged. The O-School specializes in the treatment of youth and help them with their behavioral and emotional problems. The school is located adjacent to the campus of the University of Chicago (UC). The school works with many schools and universities, and has affiliation with several Chicago area schools including the Family Institute at Northwestern University, the School of Social Service Administration of the UC, and the Jane Addams School of Social Work of the University of Illinois at Chicago.

Woodlawn, on the South Side of Chicago, Illinois, is one of Chicago's 77 community areas. It is bounded by Lake Michigan to the east, 60th Street to the north, Martin Luther King Drive to the west, and 67th Street to the south. Both Hyde Park Career Academy and the all-boys Catholic Mount Carmel High School are in this neighborhood; much of its eastern portion is occupied by Jackson Park. The Woodlawn section of the park includes the site of the planned Obama Presidential Center, an estimated $500 million investment. The northern edge of Woodlawn contains a portion of the campus of the University of Chicago.

Washington Park Race Track was a popular horse racing venue in the Chicago metropolitan area from 1884 until 1977. It had two locations during its existence. It was first situated in what is the current location of the Washington Park Subdivision of the Woodlawn community area of Chicago in Cook County, Illinois, United States. This is located immediately south of both the current Washington Park community area and Washington Park. The track was later relocated to Homewood, Illinois, which is also in Cook County. The original track and its accompanying Jockey Club were social draws in the late 19th century, but modern developments and changes in the law led to the decline of both. In its prime, the track was an especially important social gathering place on opening day and the day of the American Derby, which ranked as one of Horse racing's highest purses. The Jockey club, designed by Solon Spencer Beman, hosted a social gathering led by General Philip Sheridan who was an early leader of the track and club. The track was closed and reopened according to the contemporary state and local laws on gambling and eventually waned in popularity and social importance. Over the years, numerous famous horses and jockeys appeared at the track. In the 19th century, notable horses of the time, such as Emperor of Norfolk and Domino raced. In the 20th century, some of the most notable Thoroughbreds to race at Washington Park included Triple Crown winners Citation and Whirlaway. Other notable horses included Native Dancer and Swaps, who each won legs of the Triple Crown. Jockey Eddie Arcaro won both the 1948 and 1953 American Derby races at the track. In addition to the American Derby, several other notable graded stakes races were run at the track such as the Stars and Stripes Turf Handicap and the Washington Park Handicap. In addition, notable match races were held at the track.

Oak Woods Cemetery is a large lawn cemetery in Chicago, Illinois. Located at 1035 E. 67th Street, in the Greater Grand Crossing area of Chicago's South Side. Established 171 years ago on February 12, 1853, it covers 183 acres (74 ha).Oak Woods is the final resting place of several famous Americans including Harold Washington, Ida B. Wells, Jesse Owens, and Enrico Fermi. It is also the setting for a mass grave and memorial for Confederate prisoners of war from Camp Douglas, called the Confederate Mound.

The Lorado Taft Midway Studios are a historic artist studio complex at South Ingleside Avenue and East 60th Street, on the campus of the University of Chicago on the South Side of Chicago. The architecturally haphazard structure, originating as two converted barns and a Victorian house, was used from 1906 to 1929 as the studio of Lorado Taft (1860-1936), one of the most influential sculptors of the period. A National Historic Landmark, it now houses the university's visual arts department.

Midway Gardens (opened in 1914, demolished in 1929) was a 360,000 square feet indoor/outdoor entertainment facility in the Hyde Park neighborhood on the South Side of Chicago. It was designed by architect Frank Lloyd Wright, who also collaborated with sculptors Richard Bock and Alfonso Iannelli on the famous "sprite" sculptures decorating the facility. Designed to be a European–style concert garden with space for year-round dining, drinking, and performances, Midway Gardens hosted notable performers and entertainers but struggled financially and the structure was torn down in October 1929.

The Shrine of Christ the King, formerly known as St. Clara and St. Gelasius Church, is a historic Catholic church of the Archdiocese of Chicago in the Woodlawn neighborhood. It is now the National Headquarters of the American Province of the Institute of Christ the King Sovereign Priest, who are restoring the church after a 2015 fire.

University was a station on the Chicago Transit Authority's Green Line; The station was located at 1200 East 63rd Street in the Woodlawn neighborhood of Chicago. University opened on April 23, 1893. From December 12, 1982, until January 9, 1994, University served as the terminal of the Jackson Park Branch. The station closed on January 9, 1994, when the entire Green Line closed for a renovation project. University did not reopen with the rest of the Green Line on May 12, 1996. University was scheduled to be replaced by a new terminal at Dorchester. Instead the line was cut back to its current terminal at Cottage Grove. The University station was demolished in September 1997, when the City of Chicago demolished the rest of the Jackson Park branch east of Cottage Grove.