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One Penn Plaza (1 Penn Plaza) is a skyscraper in New York City, located between 33rd Street and 34th Street, west of Seventh Avenue, and adjacent to Pennsylvania Station and Madison Square Garden. It is the tallest building in the Pennsylvania Plaza complex of office buildings, hotels, and entertainment facilities.

The Madison Square Garden Towers were the name of proposed twin 1,400 ft-tall (427 m) residential skyscrapers that were to be constructed north of Madison Square Garden in Midtown Manhattan, New York City. The project featured a complex of seven buildings, including a stadium and a new Penn Station. The cost of the project was US$14 billion. The architects Norman Foster and David Childs, and the architectural firm Skidmore, Owings and Merrill were designing the project. The owners were Stephen Ross of Related Cos. and Steven Roth of Vornado Realty Trust. The towers would have risen to be two of the tallest structures in the Midtown Manhattan skyline, with one rising higher than the Empire State Building, currently one of New York's tallest buildings at 1,250 feet (381 m) and would also have been higher than the roof, though not the spire, of One World Trade Center. The towers are essentially canceled as Madison Square Garden went ahead with renovations of the current arena, rather than a relocation that would have made the towers possible.

Pennsylvania Plaza (Penn Plaza) is the office, entertainment and hotel complex occupying and near the site of Pennsylvania Station, between 31st and 34th streets and Seventh and Eighth avenues in New York City. It includes the current Madison Square Garden and its Theater, opened in 1968; the current below-ground Pennsylvania Station; and the One Pennsylvania Plaza and Two Pennsylvania Plaza office buildings. Other buildings around the complex use the Pennsylvania Plaza name as an alternate address, such as the 5 Penn Plaza office building on Eighth Avenue, to the northwest; the Pennsylvania Building at 225 West 34th Street (14 Penn Plaza), north of the station; and the Hotel Pennsylvania at 401 Seventh Avenue (15 Penn Plaza), east of the station. The numbering of the Penn Plaza addresses around the area does not follow a consistent pattern.The Penn Plaza complex remains one of the most controversial in New York City history because it involved the destruction, beginning in 1963, of the original McKim, Mead and White–designed Penn Station (1910), a revered piece of New York architecture. Its replacements were what architects and civic purists regard as mediocre office and entertainment structures.The demolition of the first Penn Station led to the city's landmarks preservation movement and helped save another landmark of railway architecture, Grand Central Terminal.With the sports arena and railroad station at its hub and 34th Street retailers (including Macy's) nearing the complex, Pennsylvania Plaza remains one of the busier transportation, business and retailing neighborhoods in Manhattan.

The Big Apple Comic Con is a New York City comic book convention, the longest-running comic book/speculative fiction/pop culture convention in New York City. It was started by retailer Michael "Mike Carbo" Carbonaro in March 1996 in the basement of the St. Paul the Apostle Church. During its heyday from 2001 to 2008, the Big Apple Comic Con often featured multiple shows per year, with a large three-day "national" convention held in November, usually held at the Penn Plaza Pavilion. The show was owned by Wizard Entertainment from 2009 to 2013, but was reacquired by Carbonaro in 2014. Over the course of its history, the convention has been known as the Big Apple Convention, the Big Apple Comic Book Art, and Toy Show, and the Big Apple Comic Book, Art, Toy & Sci-Fi Expo; with the larger three-day November shows known as the National Comic Book, Art, Toy, and Sci-Fi Expo, the National Comic Book, Art, and Sci-Fi Expo, and the National Comic Book, Comic Art, and Fantasy Convention. In 2014, the name "Big Apple Convention" was revived by Carbonaro for its March 2015 show. Though it primarily focuses on comic books, the convention features a large range of pop culture elements, such as books, cinema, science fiction/fantasy, television, animation, anime, manga, toys, horror, collectible card games, video games, webcomics, and fantasy novels. Along with panels, seminars, and workshops with comic book professionals, the Big Apple Comic Con often features previews of upcoming films, and such evening events as the costume contest overseen by "Captain Zorikh" Zorikh Lequidre.The convention regularly hosts hundreds of artists, exhibitors, and film and television personalities in a huge floorspace for exhibitors. The show includes autograph and photo op opportunities with all of the guests, as well as the Artists' Alley where comics artists can sign autographs and sell or do free sketches.

34th Street–Penn Station is an express station on the IND Eighth Avenue Line of the New York City Subway, located at the intersection of 34th Street and Eighth Avenue in Midtown Manhattan. It is served by the A and E trains at all times, and by the C train at all times except late nights. The station is adjacent to Pennsylvania Station, the busiest railroad station in the United States as well as a major transfer point to Amtrak, NJ Transit, and the Long Island Rail Road.

The Six Days of New York was a former six-day cycling event, held in New York City, in Madison Square Garden's velodrome. Between 1899 and 1961, a total of 73 editions were held, sometimes three per year. Only the Six Days of Berlin and the Six Days of Ghent had more runnings. Australian Alfred Goullet and Italian Franco Giorgetti hold the record with eight wins each.

Madison Square Garden, colloquially known as The Garden or by its initials MSG, is a multi-purpose indoor arena in New York City. It is located in Midtown Manhattan between Seventh and Eighth avenues from 31st to 33rd Street, above Pennsylvania Station. It is the fourth venue to bear the name "Madison Square Garden"; the first two (1879 and 1890) were located on Madison Square, on East 26th Street and Madison Avenue, with the third Madison Square Garden (1925) farther uptown at Eighth Avenue and 50th Street. The Garden is used for professional ice hockey and basketball, as well as boxing, concerts, ice shows, circuses, professional wrestling and other forms of sports and entertainment. It is close to other midtown Manhattan landmarks, including the Empire State Building, Koreatown, and Macy's at Herald Square. It is home to the New York Rangers of the National Hockey League (NHL), the New York Knicks of the National Basketball Association (NBA), and was home to the New York Liberty (WNBA) from 1997 to 2017. Originally called Madison Square Garden Center, the Garden opened on February 11, 1968, and is the oldest major sporting facility in the New York metropolitan area. It is the oldest arena in the NBA and the NHL. As of 2016, MSG is also the second-busiest music arena in the world in terms of ticket sales. Including two major renovations its total construction cost was approximately $1.1 billion, and it has been ranked as one of the 10 most expensive stadium venues ever built. It is part of the Pennsylvania Plaza office and retail complex, named for the railway station. Several other operating entities related to the Garden share its name.

The Hulu Theater at Madison Square Garden is a theater located in New York City's Madison Square Garden. It seats between 2,000 and 5,600 for concerts and can also be used for meetings, stage shows and graduation ceremonies. No seat is more than 177 feet (54 m) from the 30-by-64-foot (9.1 by 19.5 m) stage. Since it is located beneath the main Madison Square Garden arena, the theater has a relatively low 20-foot (6.1 m) ceiling at stage level and all of its seating except for boxes on the two side walls is on one level slanted back from the stage. There is an 8,000-square-foot (740 m2) lobby at the theater.

Since 1879, the four arenas known as Madison Square Garden have hosted many sporting events, concerts, and political rallies.

Joe Frazier vs. Muhammad Ali, billed as The Fight, was a heavyweight championship boxing match between WBA, WBC, and The Ring heavyweight champion Joe Frazier and former undisputed heavyweight champion Muhammad Ali, on Monday, March 8, 1971, at Madison Square Garden in New York City.The fight is widely regarded as the biggest boxing match in history and arguably the single most anticipated and publicized sporting event ever. It was the first time ever that two undefeated boxers who held or had held the world Heavyweight title fought each other for that title. The bout held broad appeal for many Americans, including non-boxing and non-sport fans. Ali, who had been stripped of his titles by boxing authorities for refusing to submit to the draft for the Vietnam war, had become a symbol of the anti-establishment public during his government-imposed exile from the ring, while Frazier had been adopted by the pro-war public. Frazier won in 15 rounds by unanimous decision. It was the first of a trio of fights, followed by the rematch fights Super Fight II (1974) and Thrilla in Manila (1975), both won by Ali.

Super Fight II was a non-title boxing match between Muhammad Ali and Joe Frazier. The second of the three Ali–Frazier bouts, it took place at Madison Square Garden in New York City on Monday, January 28, 1974. Ali, a slight favorite to win, was named the victor by a unanimous but controversial decision; during the match, Ali clinched 133 times.

Pennsylvania Station, often abbreviated to Penn Station, was a historic railroad station in New York City, named for the Pennsylvania Railroad (PRR), its builder and original tenant. The station occupied an 8-acre (3.2 ha) plot bounded by Seventh and Eighth Avenues and 31st and 33rd Streets in Midtown Manhattan. As the station shared its name with several stations in other cities, it was sometimes called New York Pennsylvania Station. The building was designed by McKim, Mead, and White and completed in 1910, enabling direct rail access to New York City from the south for the first time. Its head house and train shed were considered a masterpiece of the Beaux-Arts style and one of the great architectural works of New York City. The station contained 11 platforms serving 21 tracks, in approximately the same layout as the current Penn Station. The original building was one of the first stations to include separate waiting rooms for arriving and departing passengers, and when built, these were among the city's largest public spaces. Passenger traffic began to decline after World War II, and in the 1950s, the Pennsylvania Railroad sold the air rights to the property and shrank the railroad station. Starting in 1963, the above-ground head house and train shed were demolished, a loss that galvanized the modern historic preservation movement in the United States. Over the next six years, the below-ground concourses and waiting areas were heavily renovated, becoming the modern Penn Station, while Madison Square Garden and Pennsylvania Plaza were built above them. The sole remaining portions of the original station are the underground platforms and tracks, as well as scattered artifacts on the mezzanine level above it.