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Greenwich Village, America’s first Gayborhood

NY Stonewall celebration scaled

LGBTQ+ people have been enormously important in New York City’s history—especially its cultural history.  And New York City has been enormously important in LGBTQ+ history.  This is probably largely due to the fact that, although New York was terribly repressive about issues of gender and sexuality through its history, it was generally less so than most other parts of the USA, so New York City served as a gathering place for LGBTQ+ people from all around the country, and to a lesser extent the world.  And within New York City, there was one neighborhood known for relative freedom for LGBTQ+ people, and that was Greenwich Village, which was America’s first gayborhood, starting perhaps as early as the 1920s.

Indeed, most people are aware of the Village is or was a gayborhood.  They think of the Village as an artsy neighborhood and think of the arts as a realm of relative freedom in terms of gender and sexuality.  And all of that is correct.  And they are also aware that the Stonewall Inn is in the Village, and that the Stonewall riots (which some now prefer to call the Stonewall uprising) took place there in June of 1969.  But they are not aware of the large number of other important sites of LGBTQ+ history in the Village.

In fact, however, there are many.  In fact, in this post I will limit myself to the area of a few blocks around the Stonewall Inn.  In later posts, I will move further East and West in the Village, and also write specific posts about different parts of the LGBTQ+ community—about the Village’s lesbian history, its trans history, and so on.

Greenwich Village gay history
Craig Rodwell at the Oscar Wilde Memorial Bookshop

In fact, the street the Stonewall is on has LGBTQ+ history of its own:  in the 1970s, it was the Main St of gay America.  Within my memory, there was a constant crowd of gay men strolling (or cruising) up and down Christopher St 24 (or seemingly 24) hours a day, and the streets was lined with gay bars and gay sex shops.  Until 2009, a significant institution of the LGBTQ+ world was just two blocks East of the Stonewall at 15 Christopher St :  the Oscar Wilde Memorial Bookshop, the first gay bookstore in the world, founded in 1967.  The Oscar Wilde had great historic significance.  Today you can of course get books on LGBTQ+ themes from any bookstore, real-world or on-line, but in 1967 that wasn’t true.  And it was revolutionary to point out that Plato’s Symposium, Thomas Mann’s Death In Venice, and One Magazine all had something in common, and that the same reader could reasonably be interested in all 3 for similar reasons.  The bookshop’s founder, Craig Rodwell, was also important in the Stonewall riots, because it was he who kept the press (which did report on the riots, although not sympathetically) up to date, and in the first Pride march, which he in part proposed and organized.

Greenwich Village gay history
Billie Holiday at Cafe Society

Another place with a lot of LGBTQ+ history is around the corner, at 1 Sheridan Square, now home to the Axis Theater Company. In 1938 the space became a bar called Café Society—the first integrated bar in New York City. Such places tended to also attract and tolerate a mixed audience in other senses, and Café Society, as one early review stated, was a hotspot for “long-haired men, short-haired women, and those not sure exactly what they are” —a pretty good way to say “LGBTQ+” for the 1940s.  There is a lot to tell about Café Society. Billie Holiday (whose bisexuality has only recently been acknowledged) made her name singing there for 2 years and premiered “Strange Fruit” there. Another singer in early years was Bayard Rustin, Martin Luther King’s confidant and the organizer of the 1963 March on Washington, who was also an accomplished tenor.

Café Society closed in 1950, but the theater’s gay history didn’t stop there. It was a gay dance club in the 1960s. And in the 70s and 80s it was the home of Charles Ludlam’s Ridiculous Theater Company. Ludlam was one of the most important drag artists in American history—one of the people who mainstreamed drag performance. Ludlam had one cross-over hit, The Mystery of Irma Vep, which premiered here, and it is also here that he gave Charles Busch, the leading drag artist in today’s theater, his first roles.

A third important spot is the stretch of Washington Street next to the Axis Theater Company.  No plaque marks

Greenwich Village gay history
Pride march 1970

the spot, but this is the place where the marchers gathered for New York’s first Pride march, then called Christopher Street Liberation Day, on June 28 1970, the one year anniversary of the start of the Stonewall riots.  A police permit for the march was only issued at the last minute, and only a few hundred marchers gathered.  According to some participants, their main concern was that they might be attacked by the public as they marched.  Instead, the march gained steam as it went up 6th Avenue toward Central Park.  At its height, there were thousands of marchers, and it stretched 15 blocks (3/4 mile).  There was also a large march in Los Angeles that day, and small marches in San Francisco and Chicago.  But it was this huge New York march that showed both the participants and the public that there were not just a few isolated LGBTQ+ people:  they were a sizable group with a group identity and would, like any other American group, fight for their civil rights.  Indeed, one could say that as much as the Stonewall riots themselves, it was the march commemorating that represented the birth of the LGBTQ+ rights movement.

Want to find out more?  Watch the Pride LGBTQ+ History Tour of Greenwich Village and the Special Pride Tour of More Greenwich Village, both on the Saturday of Pride weekend!

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October 9, 2026

This CMBYN northern Italy tour was my 3rd Oscar Wilde tour. That says something right there. First class all the way, from hotels, to food, to transportation, can’t ask for better. I was pleased that the premise of the tour was fulfilled as much as it could be. Fun to see the filming locations for the movie. But there was plenty else to “wow” us each day. I was gratified to obtain a ticket (through Andrew’s guidance) to attend a performance at La Scala (Milan) of “La Traviata.” And in Verona I got to attend a “popera” “The Hunchback of Notre Dame” at the Roman Arena. (Andrew facilitated those tickets.) Also outstanding were the architectual masterpieces of Andreas Palladio in Vicenza. And my first time in Venice proved to be quite eye-opening including a tour of St. Mark’s Basilica, and the Doge’s Palace. Excellent guides in each experience including our viewing of da Vinci’s “The Last Supper.” I could go on, but I won’t.

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Randall McNames
October 8, 2026

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TestReviewer
July 22, 2026

I have been hoping for an England tour from Oscar Wilde Tours for years and I was very excited to see that wish fulfilled. It did not disappoint at all. The tour could be called the great English literary tour as we went from Shakespeare (Stratford on Avon + The Globe Theatre London), A walking tour of Bloomsbury (London) and then the homes of Virginia & Leonard Woolf, Duncan Grant and Vanessa Bell, Knole and Sissinghurst for Vita Sakeville West and Harold Nicholson. Bath was the point for all of our Jane Austen segments with visits to the Pump Room for tea and an optional trip to the Theatre Royal where Jane placed bits of her novels (Northanger Abbey and Persuasion). For dear Oscar Wilde we visited his Tite Street Home in London, Brighton where he and Bosie vacationed, Oxford University and Magdalen college where Oscar studied . Then a trip to York and Halifax to see where the fascinating Ann Lister lived and loved and wrote her diaries. All this plus Blenheim, the Royal Pavillion at Brighton and Howards Castle for a bit of Peerage living. Also included were marvelous meals ,an incredible local guide who kept us all together (amazing for a group of 15 and not as easy as one might think) . We had enough free time in London to see several plays and museums on our own although we did have a few museum tours included (a particularly good tour of the V & A with a wonderful guide). If you want to visit England and not just London but also the beauty of the countryside, the stately homes and gardens while enjoying the company of a lively group of fellow travelers, I cannot recommend Oscar Wilde Tours highly enough. Andrew packs your days with fascinating information on the sites visited and the people who lived in those places. Believe it or not, this is just the highlights, there was much more and all of it made for a very memorable trip

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Glen M.
July 1, 2026

The highlight for me was visiting Oscar Wilde’s home on Tite Street Chelsea. There were many other great moments with the congenial group and all the knowledgeable local guides including The LGBT tour at Globe Theatre. Going to Oxford ,Bath, Brighton ,York and visiting Stratford Upon Avon to see The Bard’s birth and burial place. The stately homes were stately and Professor Lear’s stories illuminating.

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Bill Kaiser

Travel through gay art and history with Oscar Wilde Tours.

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