Greenwich Village: A Walking Tour

The Greenwich Village's Washington Square Park
Washington Square Park in Greenwich Village. Photo by Jeff Dobbins

Greenwich Village is one of the most beautiful neighborhoods in New York. Not to mention most historic: On a snowy night in 1917, a ragtag band of artists, poets, and actors occupied the top of Washington Arch to declare the “Free and Independent Republic of Greenwich Village!”

That attempt to “secede,” of course, speaks to the fact that “The Village” has long been a world unto itself… with its own mores and manners. Rich, poor, and bohemians all have shared Greenwich Village’s picturesque, winding streets, infusing the neighborhood with dynamic energy.

Please note: Historically, the neighborhood of Greenwich Village included what’s now often separately referred to as the “West Village”… so we’ve done the same here!

Historic townhouses in Greenwich Village
Historic townhouses in Greenwich Village

History of the Greenwich Village

Back in the 1660s, British settlers joined Dutch farmers in a pastoral hamlet 1.5 miles north of the city; they called it “Grin’wich,” for Green Village. When outbreaks of yellow fever and cholera in the early 19th century sent city dwellers fleeing “to the country,” the village’s population soared.

By the 1870s, the bucolic enclave for wealthy New Yorkers was filling with poor Irish and Italian immigrants seeking work in the quarter’s warehouses, factories, and sweatshops.

Bohemians in Greenwich Village
Bohemians in Greenwich Village

At the dawn of the 20th century, a bohemian community of artists and activists moved in—advocating radical ideas like women’s suffrage, anarchy, and free love.

During Prohibition, the “anything goes” neighborhood was teeming with speakeasies, taverns, and jazz clubs. The liberal climate and cheap rents made the Village a refuge for artists, Beatniks, Hippies, and the gay community.

Despite Greenwich Village’s gentrification (it’s one of the priciest places to live in Manhattan today), that eclectic energy remains!

A walking tour of Greenwich Village

Trying to figure out where exactly to go in Greenwich Village?

We’ve got help! Just follow our handy walking tour, below, to hit the best sights of “the Village.”

Greenwich Village Walking tour map
Click on map to expand


Washington Arch in Greenwich Village
The Village’s famed Washington Square Arch

1. Start at Washington Square Park. The heart of the Village, this park serves as a gathering place for neighbors, students, artists, canines (with their obedient walkers), serious chess players, and street performers.

Originally a gruesome gathering spot (in fact, it was a hanging grounds and Potter’s Field), the square became an elegant park in 1827. The grandiose Washington Arch was erected in 1892, replacing an earlier plaster and wood arch that commemorated the centennial of George Washington’s inauguration (which happened in New York City!). Inspired by Paris’ Arch de Triomphe, Stanford White designed the 77-foot marble arch; the north face features the statues “Washington at War” and “Washington at Peace. ”

Washington Square's Row in Greenwich Village
The Row. Photo by Jeff Dobbins

Surrounding the square, meanwhile, is the ever-expanding campus of New York University (look for the purple and white signs and banners), one of the largest private universities in the nation.

Other notable buildings here include the ornate Romanesque Judson Memorial Church (at Washington Square South) and “The Row,” a series of 1830s Greek Revival Townhouses along Washington Square North. Famous residents of the Row have included Alexander Hamilton, Edith Wharton, Edward Hopper, and John Dos Passos (he wrote Manhattan Transfer at #3). Henry James’ novel Washington Square is set on the Row.

2. Fifth Avenue begins north of Washington Arch. Walk up the avenue half a block, and to your right (or east), you’ll find the private alley called the Washington Mews. The small homes on the north side were once stables for The Row, while those on the south were built much later (1930s), in former backyard plots.

Continuing up Fifth Avenue, you’ll cross 8th Street, once the “Main Street of Bohemia”—and filled with cafes, galleries, clubs, and head shops. The original Whitney Museum was founded here, and for two decades fans flocked to the 8th St. Playhouse (sadly, now closed) to take part in the cult classic “The Rocky Horror Picture Show.”

One survivor from the street’s glory days is Electric Lady Studios (#52), the recording studio built by Jimi Hendrix where the Rolling Stones, Stevie Wonder, and The Clash all have recorded.

Greenwich Village NY
West 10th Street. Photo by Jeff Dobbins

This stretch of Fifth Avenue was once lined with elegant mansions, lavish hotels, and churches. While the churches have survived (Church of the Ascension and First Presbyterian), most other structures were replaced by apartment buildings in the early 20th century.

3. At 7 E. 10th St., you’ll find the Lockwood De Forest House. De Forest shipped the ornately-carved teak bay and trim intact from India. The block of W. 10th St. between Fifth and Sixth Avenues is one of the village’s most beautiful, lined with elegant townhouses in a variety of styles, including English Terrace Row homes with cast-iron communal balconies on the street’s south side.  Mark Twain briefly lived at 14 W. 10th St in the 1850s.

Greenwich Village's main sights
Jefferson Market Library. Photo by Jeff Dobbins

4. Continue west to Sixth Avenue. At Sixth Ave. and W. 10th St., you’ll see the landmark Jefferson Market Library, a flamboyant Victorian Gothic building with a 172-foot clock tower.

Built in 1875 as a courthouse by architects Frederick Clark Withers and Calvert Vaux (of Central Park fame), the first and second floor reading rooms were courtrooms where famous cases were tried—including Harry K.Thaw’s murder of Stanford White, and of strikers from the Triangle Shirtwaist Factory (two years before the fire that took many of their lives).

Behind the courthouse was an infamous women’s prison where Mae West was jailed on charges of obscenity. From here, inmates often yelled profanities down at passersby. The prison was razed; the plot is now a lovely community garden.

Behind the Library (on W. 10th St. between Sixth and Greenwich Aves.) is Patchin Place, a private cul-de-sac with 10 brick row houses, built in 1848.  Many writers and artists have lived there, including Theodore Dreiser, e.e cummings, and Marlon Brando.

Walk one block south down Greenwich Ave. to Christopher St. and head west (right) into the tangle of West Village streets. When Manhattan adopted a street grid, villagers fought hard to maintain their familiar labyrinth of streets (many following original property lines), explaining the confusion here!

Halfway along the block, you’ll encounter Gay St. on your left; this small, curving street used to be a stable alley. Once home to African-American servants, it later became a haunt for Jazz musicians.

Greenwich Village New York neighborhood
Gay Street in Greenwich Village. Photo by Jeff Dobbins

Continue to the corner of Christopher St. and Waverly Place, where you’ll find the triangular Northern Dispensary. Built in 1831, it provided health care to indigent Villagers (among them Edgar Allen Poe).

5. Further west is triangular Christopher Park, the historic center of New York’s gay community.

This was the location of the Stonewall Riots, the watershed event that sparked the Gay Rights Movement. The Stonewall Inn at 53 Christopher is not the original bar—although it’s the same spot. George Segal’s life-sized bronze sculpture (painted white) of two same-sex couples is titled “Gay Liberation.”

6. Follow Grove Street (the southern border of the park) across Seventh Ave. and continue two blocks west. If you’re a fan of American sitcoms, you’ll recognize the southeast corner of Grove and Bedford—the site of the fictional “Friends” home.

Between 10 and 12 Grove St. is Grove Court (1853), a quaint private enclave built as homes for workmen. Next door are four well-preserved 1834 Federal Houses (numbers 10 to 4).

Walk south on Bedford to #77; once a freestanding farmhouse, it’s the oldest house in the village (1799). 75½ Bedford is the narrowest building in the city, measuring less than 10 feet wide. Edna St. Vincent Millay and Cary Grant briefly lived there (not together!).

75 1/2 Bedford St
75 1/2 Bedford St. Photo by Jeff Dobbins

7. Continue along Bedford, crossing Seventh Ave. (again), and turn left (north) on Leroy St., which ends at Bleecker Street. This area was the heart of the Italian immigrant community, and there are still wonderful restaurants and shops like John’s Pizzeria, Faiccio’s butcher, Murray’s Cheese, and Rocco’s Pasticceria (fans of cannoli, take note!).

Take a right on Bleecker and continue to Sixth Ave., passing Our Lady of Pompeii, the spiritual hub for neighborhood Italians.

8. Across Sixth Avenue to your left is Minetta Street, which follows the curve of the brook that still runs beneath. (“Manetta,” the original Native American name, meant “Devil Water!”).

The four blocks of Bleecker between Sixth Ave. and West Broadway were the main stomping ground of the Beatniks, the 60s Folk music revival, and the off-Broadway movement. The street was lined with jazz clubs, coffee houses, and theaters. It’s still a center of nightlife today!

As you stroll Bleecker, look for the old artists’ garrets above #172-176, and the marquee at #159 reading “The Market NYC”; this was once Circle in the Square, an important off-Broadway theater.

Across the street you’ll see “Mills House No. 1,” above the entrance to #160. This was a hotel and flophouse for poor and working-class men, charging 20 cents a night. Ironically, and in an example of how Greenwich Village has changed, it now houses luxury co-ops! The building also held the famed jazz club, The Village Gate.

Other notable music venues at hand include Kenny’s Castaways (showcased many famous musicians, including Bruce Springsteen), The Red Lion, and the Bitter End (NYC’s oldest rock and roll club).

What to do in Greenwich Village
Cafe Wha? Photo by Jeff Dobbins

Double back to MacDougal Street and turn right (north).  Another legendary center of nightlife, this block is packed with restaurants, food stands, clubs, and taverns (even a few old-school basement bars!).  Notable venues include Minetta Tavern, Café Wha? (which presented Bob Dylan, Jimi Hendrix, Peter, Paul & Mary, and Bill Cosby), and Café Reggio (the Village’s oldest coffee house and a hangout for the Beats, including Jack Kerouac).

At 133 MacDougal is the historic Provincetown Playhouse, a converted stable where Eugene O’Neill premiered many of his greatest plays. At the corner of West 4th Street, you’ll return to Washington Square Park.

If you choose to take the subway at the West 4th Street stop, look for the basketball court at the corner of West 3rd and Sixth Avenue. (there’s usually a crowd around the chain-link fence). This is the famous court known as “the Cage,” where players from all over the city come to play “Streetball.”

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About the author

Harry is a Seattle native turned New Yorker with 8 years of NYC living under his belt. As a connoisseur of all things delicious, artsy, and adventurous, he loves to share his wisdom for the best foodie spots, coffee shops, bagel joints, art galleries, shopping havens, and scenic bike routes in the city.

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