The 100 Greatest New York City Artworks, Ranked

The 100 Greatest New York City Artworks, Ranked

When the artist Florine Stettheimer returned from a sojourn in Europe during the 1910s, she vowed to paint New York City as she saw it. She wrote a poem in which she spoke of a place where “skytowers had begun to grow / And front stoop houses started to go / And life became quite different / And it was as tho’ someone had planted seeds / And people sprouted like common weeds / And seemed unaware of accepted things.” She continued on, concluding ultimately that “what I should like is to paint this thing.”

She did so, producing works such as New York/Liberty (1918–19), in which downtown Manhattan’s busy port is shown with a chunky Statue of Liberty welcoming a ship. It’s a bombastic vision of all that New York has to offer, and it’s one of the works that make this list, which collects 100 of the best pieces about the city.

The works ranked below take many forms—painting, sculpture, photography, film, performance, even artist-run organizations whose activities barely resemble art. They pay homage to aspects of New York life across all five of its boroughs. Secret histories are made visible, the stuff of everyday life is repurposed as art, and tragic events from New York lore are memorialized. Binding all of these works is one larger question: What really makes a city?

These 100 works come up with many different answers to that query, not the least because a significant number of them are made by people who were born outside New York City.

Below, the 100 greatest works about New York City.

100

Cecilia Vicuña, “Sidewalk Forests,” 1981

When Cecilia Vicuña came from Bogotá to New York in 1980, she was initially most attracted to “what is invisible to New Yorkers”—in particular the cracks in the sidewalk, where the life beneath the city pokes through. Contemplating the Lenni Lenape land that most New Yorkers don’t often think about, Vicuña created “Sidewalk Forests,” a grouping of photographs and interventions in the urban environment that highlight the resilience of weeds in the city. In the images, these weeds push their way in between stones or rise up through the ground of vacant lots in Tribeca. Sometimes, to further highlight this typically unwanted flora, Vicuña drew chalk lines or added pieces of thread, piquing the interest of passersby. These people were not Vicuña’s intended audience, however. Instead, it was “the forces of life, the wind, the ocean, the night, the sky,” as she said in a 2022 interview with MoMA PS1. “That is what this work lives for.”
99

Mary Heilmann, Chinatown, 1976

This spare, elegant diptych, composed of nothing more than two red canvases placed side by side, may appear too abstract to represent anything even remotely New York–related. In fact, it alludes to Mary Heilmann’s experiences in the titular neighborhood, where she lived with three other artists in a building they rented for the meager sum of $500 a month. Seen that way, the painting is about cohabitation in New York, its two panels acting as a metaphor for what happens when people are cramped together in the city. Yet the work also looks back to the rich history of abstraction in New York, alluding to works by Josef Albers and Barnett Newman, the latter of whom even shopped at Pearl Paint, the supply store that was near Heilmann’s Chinatown loft.

98

Max Neuhaus, Times Square, 1977

Every day, all day long, the space below a pedestrian island in Times Square emits a low hum. This primordial sound—easy to miss amid the surrounding hubbub, and easy to appreciate once located—is an artwork by Max Neuhaus, a sound installation titled Times Square. It’s sited beneath a grate, which often leads people to write it off as stray noise from the N/Q/R subway line that runs belowground. In fact, however, it is intended as an environment, one that Neuhaus once described as being a “rich, harmonic sound texture resembling the after-ring of large bells.” Due to the development of the surrounding area, there have been periods during which the installation has been out of order. It is now owned by the Dia Art Foundation, which keeps it running.

97

Reginald Marsh, Pip and Flip, 1932

96

Ned Vena, Control, 2016

95

Ming Smith, James Baldwin in Setting Sun
Over Harlem, 1979

94

Jimmie Durham, The Cathedral of St. John the Divine in Manhattan is the World’s Largest Gothic Cathedral. Except, of course, that it is a fake; first by the simple fact of being built in Manhattan, at the turn of the century. But the stone work is re-inforced with steel which is expanding with rust. Someday it will destroy the stone. The Cathedral is in Morningside Heights overlooking a panoramic view of Harlem which is separated by a high fence., 1989

93

Fred Wilson, Guarded View, 1991

92

Jordan Casteel, Twins (Subway), 2018

91

Oto Gillen, New York, 2015–17

90

Shu Lea Cheang, Fresh Kill, 1994

89

Christo and Jeanne-Claude, The Gates, 1979–2005

88

Lee Quiñones, Stop the Bomb, 1979

87

Pena Bonita, Hanging Out on Iroquois and Algonquin Trails, 2015

86

George Tooker, The Subway, 1950

85

Anicka Yi, Force Majeure, 2017

84

Ahmed Morsi, Subway Station III, 2015

This haunting painting features what is conspicuously the entrance to a New York subway station. It all seems natural until you notice what lies beyond it: a mostly vacant corridor occupied only with an upside-down horse, two more skeletal equines, and the oversize skull of yet another animal. Morsi, who was born in Egypt, has lived in New York since 1974, and he has described his paintings as an expression of his “outsider” status in the city. Of the upturned horse in this painting, he once told ARTnews, “I feel his humanity because much like me he too is estranged, on his back in a desolate subway station underground. We are both yearning for the sense of belonging.”
83

Lucia Hierro, Sweet Beans (Habichuela Con Dulce), 2017

Many of Lucia Hierro’s works bring elements of the predominantly Dominican neighborhood of Washington Heights into gallery spaces. For Hierro, this is one way to uphold a culture that has largely been invisible in mainstream art venues around New York. Sweet Beans is one of Hierro’s “Mercado” works, a series of wall-hung sculptures that she made with her mother, who “saw herself and her community reflected in the work, and her approval overshadowed that of any art critic,” Hierro once said. Sweet Beans is intended to resemble a bag filled with ingredients for habichuela con dulce, a sweet dish typically consumed during Dominican Lenten season. The objects held in Hierro’s sack—oversize replicas of Goya and Badia products—will be recognizable to anyone who’s ever walked into a New York bodega. Here, rather than being sold for a few dollars apiece, the products are raised to the status of high art.

82

Jack Whitten, NY Battle Ground, 1967

 

The abstraction of Jack Whitten’s NY Battle Ground conjures the chaos that the artist—and many others—faced during the late 1960s, a time when images of the civil rights movement, activism on college campuses, and the Vietnam War hit the airwaves daily. In 1967, the year he painted it, New York was roiled by protests over the shooting of Renaldo Rodriquez by an off-duty police officer in Spanish Harlem. The tense week that followed saw hundreds of Puerto Ricans march in the streets and a general sense of unrest. Although Whitten’s painting does not explicitly depict any of this or even respond directly to it, the piece does crystallize the sense of anxiety that followed Rodriguez’s killing, with swirling forms recalling helicopters darting across the sky, possibly to perform surveillance, possibly to cover the scene for those watching the evening news. NY Battle Ground shows how some moments of the city’s history exist beyond figuration, leaching into the public consciousness in unexpected, inexplicable ways.

81

George Bellows, Forty-two Kids, 1907

80

Loretta Fahrenholz, Ditch Plains, 2013

Hurricane Sandy, which killed 44 New Yorkers and resulted in an estimated $19 billion in damage in 2012, haunts Loretta Fahrenholz’s video Ditch Plains. Its ostensible subject is neither the hurricane itself nor the destruction it caused; instead, it shows a group of mostly Black dancers, among them Ringmasters Corey, Jay Donn, and Marty McFly. They perform a dance style known as flexing, and they enact their jerky, disconcerting movements across a stretch of Brooklyn known as East New York. Lensed in the weeks following Hurricane Sandy, Fahrenholz’s images are bathed in darkness, and at times her film goes full-tilt into horror, with a foreboding soundscape that occasionally includes a garbled voiceover. Ultimately this video asserts that, even in the face of disaster, New York communities continue to exist; they just may appear very different from how they did before the storm.

79

Jane Freilicher, Early New York Evening, 1954

78

Maren Hassinger, Pink Trash, 1982

77

Alan Michelson with Steven Fragale, Sapponckanikan (Tobacco Field), 2019

76

Nikki S. Lee, The Tourists Project (9), 1997

75

Hiram Maristany, Group of Young Men on 111th Street, 1966

74

Hope Sandrow, Artist & Homeless Collaborative, 1990–95

73

Jennifer Bartlett, Goodbye Bill, 2001

72

ART CLUB2000, Untitled (Times Square/Gap Grunge 1), 1992–93

71

Hedda Sterne, NY, NY No. X, 1948

Though Manhattan is often represented by its uneven, angular skyline, Hedda Sterne took a different approach when she depicted the city landscape for a series known as “New York, New York.” Sterne, who had moved from Romania to New York in 1941, produced these works by using a spray gun, allowing her materials to be spread evenly. The mechanical way of working is complemented by the look of the structures Sterne has depicted, which seem not to be individual towers but intersecting buildings formed from metal bars, poles, roofs, walls, and more. Sterne was attempting to image New York as she saw it, “a gigantic carousel in continuous motion—on many levels—lines approaching swiftly and curving back again forming an intricate ballet of reflections and sounds,” as she once said.
70

Yayoi Kusama, Naked Demonstration/Anatomic Explosion, 1968

69

Abelardo Morell, Camera Obscura: Times Square in Hotel Room, 1997

68

Bumpei Usui, Bronx, N.Y., 1924

67

James Van Der Zee, Couple, Harlem, 1932

66

Helen Levitt, NYC, ca. 1940

65

Mark Dion, The Department of Marine Animal Identification of the City of New York (Chinatown Division), 1992

64

Ei Arakawa with Gela Patashuri, NYC Corrals & Iwaki Ocean’s Temporal Visit, 2021

63

Paul Cadmus, Greenwich Village Cafeteria, 1934

62

André Cadere, New York, November 1975, 1975

61

Cameron Rowland, Van Cortlandt Park, 2021

60

Kwame Brathwaite, Photo shoot at a public school for one of the AJASS-associated modeling groups that emulated the Grandassa Models and began to embrace natural hairstyles, ca. 1966

59

Krzysztof Wodiczko, Homeless Vehicle, 1988–89

58

David Diao, Kowloon / Lower Manhattan, 2014

David Diao came to New York from Hong Kong in 1955 and has remained in Manhattan ever since, working from a loft building in Tribeca where he also lives. Reflecting on his diasporic life, Diao has often painted works that place the histories and art of New York and China, where he was born, alongside each other. Kowloon / Lower Manhattan is composed mostly of two maps, one portraying the district where he lived as a child in Hong Kong, the other showing the bottom portion of Manhattan, with a yellow dot on both to note where he resided. The two maps have vague resemblances, and Diao seems to make a point of their similarities. But the painting also mourns the erosion of history. Both maps are partial, the New York one notably cutting off just before the Manhattan and Brooklyn Bridges. Cast against blue and aqua expanses that hint at the ocean and allude to Color Field abstraction, these maps survey geography familiar to Diao while also suggesting that much has been lost to him over the years.

57

Marta Minujín, Statue of Liberty Covered in Hamburgers (Estatua de la Libertad recubierta de hamburguesas), 1979

In Buenos Aires, the city where Marta Minujín was born, the artist found herself fascinated by the Obelisco, a 235-foot-tall structure that she fashioned anew for a sculpture of her own. She covered it in Panettone sweet breads, a food she associated with Argentina, and let viewers feast once her obelisk was lowered. Seeking to re-create the project in New York, where she moved during the 1960s, Minujín turned her eye toward the Statue of Liberty, whose likeness she wanted to build in Battery Park using an armature so large that viewers could walk into it. She sought to cover it in hamburgers, which would be grilled using a flamethrower, and to source the patties from McDonald’s, to whom she a penned a proposal, beginning, “I write to you because I have an idea to be made with hamburgers.” Her idea was never realized—it exists now only as sketches—but this has not stopped many from obsessing over the project. Curator Connie Butler has labeled it a feminist subversion of a phallic symbol, while others have read it as a tongue-in-cheek parody of what constitutes American identity.

56

Weegee, Macy’s Thanksgiving Day Parade, ca. 1942

There is no shortage of memorable mishaps that have taken place at the Macy’s Thanksgiving Day Parade—that time in 1991 when Kermit the Frog deflated, for one. But even an average Macy’s Thanksgiving Day Parade is strange enough, and leave it to Weegee, one of the great chroniclers of New York absurdity, to point that out. The Museum of Modern Art, which owns a print of this photograph, estimates that it was shot around 1942, which would mean Weegee snapped it around the time that the parade was called off, due to a helium and rubber shortage during World War II. The title, then, starts to seem ironic, an interpretation reinforced by the fact that there are no crowds present. The only person who is seen, a smiling driver, doesn’t even seem to pay attention to the gigantic inflatable balloon that ominously looms nearby. Does the celebratory spirit of the parade live on, even in its absence, or is something darker taking place? Weegee provides no clear-cut answer.

55

Tourmaline, Salacia, 2019

Mary Jones, the protagonist of this film, was a real-life Black trans woman sex worker who in 1836 was convicted of grand larceny in New York and sentenced to five years in Sing Sing. Tourmaline’s take on Jones’s life intentionally tweaks the historical record. In her film, Jones lives not in SoHo but in Seneca Village, a 19th-century haven for free Black Americans and Irish immigrants that was demolished to make way for Central Park. In adapting Jones’s life in this way, and in presenting it in an experimental mode that is far from a biopic, with split screens and lack of a cause-and-effect structure, Tourmaline liberates Jones, granting her more freedom than she ever had when she was alive. Although nearly two centuries have passed since Jones was imprisoned, Tourmaline connects Jones’s New York to the Manhattan of the present by including appropriated footage of trans figures like Marsha P. Johnson, an activist and drag queen associated with 1969’s Stonewall Uprising, which spurred the gay liberation movement in the United States.

54

Bernadette Mayer, Memory, 1971

The snapshots of New York that can be seen in Bernadette Mayer’s Memory are often shoddily composed, slightly out of focus, and deliberately a little grainy. Seen together, these amateurish shots form a moving attempt to pin down banal places and people that may otherwise have gone uncaptured. Each day, starting in July 1971, Mayer shot one roll of 35mm film while also keeping a diary of what she did. In total, she took 1,100 photographs; she also recorded hours of audio in which she read her poetry. (She likened the project to a film because of its combination of images and sound.) Among her pictures are some beautiful images: a woman looking forlorn at a hot dog stand, a blazing firecracker at a pier, two people walking across a sidewalk lined with fallen sheets of paper. Memory, which has also been published as a book, marks one way of using art to create a permanent image of a city in flux.

53

Yuji Agematsu, 01-01-2014 ~ 12-31-2014, 2014

Every day, Yuji Agematsu walks around the streets of New York and picks up specimens found along the way—a half-eaten hard candy, perhaps, or cracked plastic fingernails. He often places the day’s findings in the cellophane of a cigarette box, with each constituting a unit that Agematsu has called a “zip,” and he typically exhibits them in groups denoting either a month or a year of walks. Presented in rows on shelves in a quirky riff on Minimalism (Agematsu has long worked at the studio of Donald Judd, a leader of that movement), the “zips” become a way of marking time.

They also attest to the diversity of New York, where so many things and so many people are packed so densely that every encounter feels fresh. These are, after all, personal takes on the city’s landscape—Agematsu has curated them, in a sense­. Accordingly, it’s not hard to imagine the joy he must have felt when he came upon the clump of moss, the unused condom, the perfectly preserved dead dragonfly, and the other items enlisted for this installation, which memorably appeared in 2015 at the now-defunct Brooklyn gallery Real Fine Arts.

52

John Knight, Identity Capital, 1998

51

Paulo Nazareth, Sem título, 2011

50

Gordon Parks, Untitled, New York, 1957

49

Beauford Delaney, Can Fire in the Park, 1946

48

Do Ho Suh, 348 West 22nd Street, 2011–15

47

Georgia O’Keeffe, Radiator Building—Night, New York, 1927

46

Romare Bearden, The Block, 1971

45

Linda Goode Bryant, Project EATS, 2009–

44

Pacita Abad, L.A. Liberty, 1992

43

Maria Thereza Alves, Seeds of Change: New York—A Botany of Colonization, 2017

42

Dawoud Bey, A Boy in Front of the Loews 125th Street Movie Theater, 1976

41

Frida Kahlo, My Dress Hangs There, 1933

40

Zoe Leonard, Analogue, 1998–2009

39

Keith Haring, Crack Is Wack, 1986

38

Papo Colo, Against the Current, 1983

37

Nona Faustine, From Her Body Sprang Their Greatest Wealth, 2013

36

Florine Stettheimer, New York/Liberty, 1918–19

35

Coco Fusco, Your Eyes Will Be an Empty Word, 2021

34

Robert Gober, Untitled, 2005

33

Alvin Baltrop, Pier 52 (four people sunbathing near Gordan Matta-Clark's Days), n.d.

32

Simone Leigh, Free People’s Medical Clinic, 2014

31

Berenice Abbott, New York at Night, ca. 1933

30

Nari Ward, Amazing Grace, 1993

29

Diane Arbus, Child with a toy hand grenade in Central Park, N.Y.C., 1962

28

Orian Barki and Meriem Bennani, 2 Lizards, 2020

27

Roy DeCarava, Hallway, 1953

26

Matthew Barney, Cremaster 3, 2002

25

David Wojnarowicz, “Arthur Rimbaud in New York,” 1978–79

24

Tania Bruguera, Immigrant Movement International, 2010–2015

23

Diego Rivera, Frozen Assets, 1931–32

22

Danh Vo, We the People, 2011–16

21

David Hammons, Higher Goals, 1986

20

Piet Mondrian, Broadway Boogie Woogie, 1942–43

19

Martha Rosler, The Bowery in two inadequate descriptive systems, 1974–75

18

Jean-Michel Basquiat, Defacement (The Death of Michael Stewart), 1983

17

Tehching Hsieh, One Year Performance 1981–1982 (Outdoor Piece), 1981–82

15

Ilse Bing, New York, the Elevated, and Me, 1936

15

Pope.L, The Great White Way: 22 Miles, 9 Years, 1 Street, 2001–02

15

Edward Hopper, New York Movie, 1939

13

Nan Goldin, Cookie at Tin Pan Alley, NYC, 1983

12

Martin Wong, Big Heat, 1986

11

Tseng Kwong Chi, New York, NY 1984 (Veterans Day Parade), 1984

10

Agnes Denes, Wheatfield—A Confrontation, 1982

9

Elsa von Freytag-Loringhoven, Enduring Ornament, 1913

8

Steve McQueen, Static, 2009

7

Felix Gonzalez-Torres, “Untitled”, 1989

6

Hans Haacke, Shapolsky et al. Manhattan Real Estate Holdings, a Real-Time Social System, as of May 1, 1971, 1971

5

Lorraine O’Grady, Art Is…, 1983

4

Gordon Matta-Clark, Day’s End, 1975

3

Mierle Laderman Ukeles, Touch Sanitation Performance, 1979–80

2

Faith Ringgold, Woman on a Bridge #1 of 5: Tar Beach, 1988

1

Andy Warhol and John Palmer, Empire, 1965

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