1) Explore New York.It’s hard to throw a brick in New York City without hitting a historic LGBT landmark. There are a few that should make the top of your list. Start, of course, with Stonewall Inn. The historic bar is the site of the 1969 Stonewall Riots, where LGBT patrons fought back against a police raid. The Stonewall Inn has opened and closed throughout the years, but today you can go and grab a drink, or catch one of their weekly events. Walk off your drink in Christopher Park, and see the commemorative statues by George Segal.

If you’re up for the journey, venture out to Staten Island to explore the Alice Austen House. Austen was one of America’s earliest female photographers. She lived at Clear Comfort, a one-room Dutch farmhouse, with her life partner Gertrude Tate for much of her adult life. Today, her former home serves as a museum.

If you plan in advance, you can also contact the Lesbian Herstory Archives and book a group visit. The archives are part museum, part library, and park community gathering space. It houses the world’s largest collection of materials by and about lesbians, including books, unpublished papers, films, artwork, clothing, buttons, and more. The Lesbian Herstory Archives are also conveniently located next to Prospect Park, where you can enjoy a walk and picnic after you enjoy some lesbian herstory.

Photo via Wikipedia Commons user Rhododendrites.

2) Skip the bustle of the city, and relax on Fire Island.Fire Island, the barrier island parallel to the south shore of Long Island, is full of pre-Stonewall LGBT history, not to mention some amazing beaches and views. Cherry Grove, a small hamlet on the island, is considered one of the most accepting LGBT resort communities in the United States, and some of that acceptance started in 1944 when the Cherry Grove Community House was floated across Long Island’s Great South Bay to serve the community. A theater was constructed in 1948, and the Cherry Grove Community House and Theater now has a listing on the National Register of Historic Places. The theater was a creative haven for LGBT residents of Cherry Grove and served as a spot where LGBT community issues were openly addressed.

Cherry Grove is also home to the Carrington House, a popular refuge for LGBT artists owned by theater director Frank Carrington. Truman Capote developed the book that would become Breakfast at Tiffany’s there.

Photo via Wikipedia Commons user Dinker022089.  

3) Get literary in Key West.While most LGBT Key West vacationers are probably drawn to the city for the numerous gay bars and nightclubs, galleries, restaurants, and gay beaches, it’s definitely worth stopping in the Tennessee Williams Key West Exhibit for a look at Key West’s gay literary history. Williams visited and lived in Key West from 1941 to his death in 1983. He lived at a home on 1431 Duncan Street for 34 years and finished A Streetcar Named Desire while staying at La Concha Hotel.

Williams wasn’t the only LGBT literary icon who was inspired by visiting or living in Key West. Gay playwright Jerry Herman (Hello, Dolly and La Cage Aux Folles), poet Elizabeth Bishop, and author Truman Capote were also fans of the city.

Photo via Wikipedia Commons user Cristo Vlahos.

4) If you’re going to San Francisco…

Be sure to spend a day exploring The Castro. While it’s easy to find LGBT history (and history in the making) in the Bay Area, it feels like there are sites on every corner of The Castro. First, stop by Castro Camera. The historic shop was operated by Harvey Milk, the first openly gay American to be elected to public office. Milk opened the store and lived above it with his then-partner, Scott Smith. The shop became the center for Milk’s gay rights campaigning. Today, Castro Camera has been converted into The Human Rights Campaign Action Center & Store.

For more Bay Area LGBT history, visit the GLBT History Museum. The museum covers over 100 years of the Bay Area’s LGBT history and contains 800 collections of personal papers, photographs, audiovisual recordings, letters, diaries, and scrapbooks documenting the lives of average people and community leaders in their archives, which you can request to see by appointment.

Enjoy an afternoon picnic in Mission Dolores Park. The section dubbed Gay Beach has the best views, and not just of the city. Another park in the area, Pink Triangle Park, is a place to reflect and remember the 15,000 gay, lesbian, bisexual, and transgender people who were imprisoned and killed during and after the Nazi regime.

In the evening, catch a movie at The Castro Theater. The theater regularly shows LGBT films, and hosts singalongs to cult classic musicals. Near the theater, you’ll find Twin Peaks Tavern. This historic gay bar has been open since 1972, and was one of the first bars that served LGBT patrons with large glass windows that allowed customers to look out, and the outside world to look in. The bar is still known for being a welcoming spot for LGBT people of all ages, and for regulars and tourists alike.

Photo via Wikipedia Commons, Provided by Stuart Milk.

5) Dig into The Windy City’s LGBT History.

If you’re planning a trip to Chicago, go beyond bar hopping in Boystown, or brunch in the less official lesbian neighborhood, Andersonville. Walk by the Henry Gerber House in Old Town­­—a National Historic Landmark celebrating the gay rights activist. To learn more about Gerber and other Chicago LGBT activists, visit the Gerber/Hart Library, the largest circulating collection of gay and lesbian titles in the Midwest.

The Leather Archives and Museum contains a large collection of materials related to the history of LGBT people in the leather bar subculture and has an LGBT Persons of Color Project dedicated to archiving material about people of color.

Photo via Wikipedia Commons user Simulcra.