East 17th Street/Irving Place Historic District

Max's Kansas City was a nightclub and restaurant at 213 Park Avenue South in New York City, which became a gathering spot for musicians, poets, artists and politicians in the 1960s and 1970s. It was opened by Mickey Ruskin (1933–1983) in December 1965 and closed in 1981.

Casa Mono is a restaurant in New York City. The restaurant serves Spanish cuisine and has received a Michelin star.

Union Square Theatre was the name of two different theatres near Union Square, Manhattan, New York City. The first was a Broadway theatre that opened in 1870, was converted into a cinema in 1921 and closed in 1936. The second was an Off-Broadway theatre that opened in 1985 and closed in 2016.

44 Union Square, also known as 100 East 17th Street and the Tammany Hall Building, is a three-story building at 44 Union Square East in Union Square, Manhattan, in New York City. It is at the southeast corner of Union Square East/Park Avenue South and East 17th Street. The neo-Georgian structure was erected in 1928–1929 and designed by architects Thompson, Holmes & Converse and Charles B. Meyers for the Tammany Society political organization, also known as Tammany Hall. It is the organization's oldest surviving headquarters building. The Tammany Society had relocated to 44 Union Square from a previous headquarters on nearby 14th Street. At the time of the building's commission, the society was at its maximum political popularity with members such as U.S. senator Robert F. Wagner, governor Al Smith, and mayor Jimmy Walker. However, after Tammany Hall lost its influence in the 1930s, the building was sold to an affiliate of the International Ladies' Garment Workers' Union in 1943. By the 1980s, it was used by the Union Square Theatre, while the New York Film Academy took space in 1994. The New York City Landmarks Preservation Commission designated the building as a city landmark in 2013, and it was converted into an office and retail structure during a renovation that took place between 2016 and 2020. The renovation preserved the facade while totally gutting the interior, and a glass domed roof was added to honor Chief Tamanend, namesake of the Tammany Society.

Talwar Gallery is a contemporary Indian art gallery. Founded by Deepak Talwar, it opened in New York City in September 2001 and in New Delhi in 2007.

The Washington Irving Campus is a public school building located at 40 Irving Place between East 16th and 17th Streets in the Gramercy Park neighborhood of Manhattan, New York City, near Union Square. Formerly the Washington Irving High School (until 2008), it now houses six schools under the New York City Department of Education. The constituent schools include the Gramercy Arts High School, the High School for Language and Diplomacy, the International High School at Union Square, the Union Square Academy for Health Sciences, the Academy for Software Engineering, and the Success Academy Charter School.

New York Film Academy – School of Film and Acting (NYFA) is a private for-profit film school and acting school based in New York City, Los Angeles, and Miami. The New York Film Academy was founded in 1992 by Jerry Sherlock, a former film, television and theatre producer. It was originally located at the Tribeca Film Center. In 1994, NYFA moved to 100 East 17th Street, the former Tammany Hall building in the Union Square. After 23 years of occupancy, the academy relocated from Tammany Hall to 17 Battery Place.As of 2012, the school has 400+ employees and over 5,000 students per year (many of them from outside the United States). NYFA offers master, bachelor, and associate degrees, as well as one- and two-year conservatory programs, short-term workshops, and youth programs and summer camps.

Irving Plaza (known through sponsorship as Irving Plaza, powered by Klipsch and formerly known as the Fillmore New York at Irving Plaza) is a ballroom-style music venue located within the Union Square neighborhood of Manhattan in New York City. It was featured on the Complex City Guide list of "50 Best Concert Venues of America" in 2013.

The Lee Strasberg Theatre & Film Institute (originally the Lee Strasberg Theatre Institute) is an acting school founded in 1969 by actor, director, and acting teacher Lee Strasberg. The Institute is located in Union Square on East 15th Street, also known as Lee Strasberg Way, in New York City, New York. The school has a secondary campus located in Los Angeles, California. For more than 40 years, the Institute has held a partnership with New York University's Tisch School of the Arts, where students can earn a Bachelor of Fine Arts degree. The Los Angeles campus also holds an Associate of Occupational Studies degree program. The Institute is under the artistic direction of Anna Strasberg, Lee Strasberg's widow. Students at the Lee Strasberg Theatre & Film Institute learn method acting, an acting technique created and developed by Strasberg.

The Florence Apartment House (later called the Florence Apartments, the Florence, and Hotel Florence) was an apartment building in New York City on the northeast corner of East 18th Street and Fourth Avenue (later known as East Union Place and today as Park Avenue South). The seven-story, 42-unit building was built in 1878 by Virginia Leedy Matthews, née Brander, for some $500,000 ($15,162,069 today), mostly financed by a $400,000 balloon loan from The Bank for Savings in the City of New-York. Matthews was the wife of Edward Matthews, "a real estate entrepreneur who at one time controlled more property from Wall Street south than anyone else."It was designed by a Belgian emigrant, Emile Gruwé, and built by the firm of White and McEvoy. Faced with pressed brick and a Nova Scotia stone façade, the seven-story building occupied 200 feet on East 18th Street and 53 feet on Fourth Avenue. It had interior plumbing and was intended to be the city's first fireproof apartment house. It was designed so it could be operated as a hotel, and did so for a time; the New-York Historical Society holds a photo and documents about Hotel Florence.Among the building's prominent residents were publisher and editor Francis Pharcellus Church; Jane Louise Melville, the widow of author Herman Melville; and Jane Byrd Mercer, wife of architect Schuyler Hamilton Jr. Since 1909, the site has been occupied by 225 Park Avenue South, a 19-story office building.

The W New York Union Square is a 270-room, 21-story boutique hotel operated by W Hotels at the northeast corner of Park Avenue South and 17th Street, across from Union Square in Manhattan, New York. Originally known as the Germania Life Insurance Company Building, it was designed by Albert D'Oench and Joseph W. Yost and built in 1911 in the Beaux-Arts style. The W New York Union Square building was initially the headquarters of the Germania Life Insurance Company. In 1917, when the company became the Guardian Life Insurance Company of America, the building was renamed the Guardian Life Insurance Company Building. A four-story annex to the east was designed by Skidmore, Owings & Merrill and was completed in 1961. Guardian Life moved its offices out of the building in 1999, and the W New York Union Square opened the following year. The main building, part of the hotel, was added to the National Register of Historic Places in 2001, and was designated a city landmark by the New York City Landmarks Preservation Commission in 1988. The Guardian Life annex, not part of the current hotel, was designated as a city landmark in 2007.

Pete's Tavern, located at 129 East 18th Street on the corner of Irving Place in the Gramercy Park neighborhood of Manhattan, New York City, is a pub food restaurant and one of several drinking establishments each claiming to be the oldest continuously operated tavern in the city.