Milwaukee doesn’t brag about its vibrant LGBTQ+ community. In true Midwest fashion, Milwaukee is humble. This is a city that won’t tell you - it will show you through the people, the businesses and the organizations that make you feel welcome the moment you arrive. 
 

I’m a content creator with a focus on LGBTQ+ travel, so I’ve been to many cities with the explicit purpose of uncovering the local queer community, and I’ve never experienced anything quite like what happened in Milwaukee. When I would introduce myself and share that I was visiting to explore the local LGBTQ+ community, I would leave the conversation with a list of other small businesses to support. 
 

At first, I thought it was a one-off kind gesture. By the end of my visit, I realized this is simply how Milwaukee’s LGBTQ+ community operates. Rather than competing for attention, people kept pointing me towards someone else’s business, event and organization. Milwaukee is SO queer because it showed me what community in action looks like: recognizing that lifting up someone else's business doesn't diminish your own.
 

Although I ended my visit with enough recommendations to do another whole trip, I saw plenty of LGBTQ+ Milwaukee that I think you should see too!

LGBTQ+ History Walk Tour

History and Culture

Eight years before Stonewall, Milwaukee had its own queer uprising. On August 5, 1961, Black trans woman Josie Carter led the fight back against four servicemen who came to the Black Nite Tavern as agitators. Through a decade of research and interviews with Josie Carter, the Wisconsin LGBTQ History Project helped bring this overlooked chapter of LGBTQ+ history to light.
 

Today, visitors can stand where the Black Nite Tavern once stood and read Wisconsin's first state historical marker dedicated to LGBTQ+ history. This marker stands proud as the first of the state’s 600+ to highlight LGBTQ+ history. 
 

I learned this history during a walking tour with the Wisconsin LGBTQ History Project. 
 

Our tour ended at the former location of the bar This Is It. When the bar shut its doors for good in March 2025, the nation lost one of its oldest continuously operating gay bars. Thanks to the Wisconsin LGBTQ History Project, a second state LGBTQ+ historical marker will soon commemorate This Is It. This volunteer-led organization does not offer this tour regularly, so keep an eye on the events section on their website.

Alysse Dalessandro

The walking tour ended with Milwaukee's past, but at the end of the block, I found another reminder that the city continues to invest in its LGBTQ+ community. As I stopped to photograph the rainbow crosswalks near Cathedral Square Park, I remembered the story that first put Milwaukee on my radar: its response to Florida's ban on rainbow crosswalks.
 

At the height of the national conversation in October 2025, Milwaukee installed another set of rainbow crosswalks in Walker's Point. At the unveiling, the mayor delivered a simple message: "Everyone, everybody and every single person can feel safe in whoever they love everywhere in this city."

Walker's Pint

Nightlife

Even with the closure of This Is It, the Milwaukee queer nightlife remains iconic. One reason is Walker’s Pint, an unassuming lesbian dive bar in the Walker’s Point neighborhood. Open since  2001, it is now one of just 36 remaining lesbian bars in the United States, according to the Lesbian Bar Project
 

The bar’s motto, “Be Nice or Leave,” feels perfectly Midwestern. The bartender handled my indecisiveness with ease, and a Red Bull cooler labeled “$2.50 - you get what we grab” told me they’d seen plenty of indecisive customers before. I happened to visit on emo karaoke night, where a room full of strangers enthusiastically sang along to the pop-punk soundtrack of the early 2000s.

Alysse Delasandro raises her arms while participating in drag bingo at POP in Milwaukee.

A few days later, I found myself back in Walker's Point for POP’s Thursday night charity drag bingo. Every week, the bar partners with a different local nonprofit organization, proving that even a night of bingo led by a drag queen in a mullet wig can double as community fundraising. Somewhere between the fast-paced Bingo calling and frozen slushie drinks, I found myself wanting to adopt a diabetic dog named Princess. 

A rainbow-topped sign reads, “We see you. We accept you. We love you.”

Food

Milwaukee may be known as Brew City, but its food scene is just as memorable as its beer and has the accolades to prove it. Leading the queer culinary scene is Gregory León, the four-time James Beard Award-nominated owner of Amilinda. I knew there was a chance I might meet Gregory when we dined at Amilinda, but I was surprised to see him at the host stand when we walked in. A sign on the host stand held up with a rainbow ribbon read “We see you. We accept you. We love you.” 

While the Spanish and Portuguese fusion menu impressed me, it’s the service that will stick with me. Gregory checked in on us—and every other table—in a way I rarely see from servers, let alone a James Beard-nominated chef and owner. Talk about feeling seen. As I looked around at the framed images on the wall, I saw other familiar faces from the culinary scene. Dana Spandent of Flour Girl & Flame is a collaborator of Gregory’s Out 2 Dinner events. Chef Sam Sandrin of Midwest Sad is another colleague who graces the walls as a reminder that Milwaukee's queer culinary scene is built not just on great food, but on people investing in one another.

Alysse Delasandro poses with chef Gregory León beneath his 2025 James Beard Awards semifinalist plaque at Amilinda in Milwaukee.

My dad has a theory that food tastes better when you make it, so a pizza-making class with Flour Girl and Flame put that theory to the test. We sat with owner Dana Spandet and her team and learned about how a need for more inclusive wedding vendors gave way to this mobile wood-fired pizza oven. Our class took place in their kitchen, which was covered in Pride flags and decorated with CTOAN Candles, a Milwaukee-based Black, queer, plus-size maker. While my dad still may insist food tastes better when you make it yourself, I'm convinced Flour Girl & Flame's local ingredients deserve most of the credit.

Two bagel sandwiches and an iced coffee sit on floral plates at Sprocket Cafe in Milwaukee.

Milwaukee also has you covered for breakfast and lunch fare of the queer variety. I really enjoyed the atmosphere and community focus at Midwest Sad. Their baked goods give you a taste of your childhood nostalgic recipes without your great-aunt’s questionable politics. Sprocket Cafe became my favorite midday stop, serving hearty bagel sandwiches alongside its custom Anodyne Coffee Roasting Company blend. The coffee ice cubes, so your iced drink never gets watered down, were the kind of thoughtful detail that perfectly captured Milwaukee's approach to hospitality.

A Progress Pride flag hangs outside On and On Milwaukee, a vintage and handmade shop with more than 40 vendors.

SHOPPING 

In addition to creating LGBTQ+ travel content, I also run a plus-size-focused vintage store, so when I heard that Milwaukee had a strong secondhand shopping scene, I had to check it out for myself. Turns out that, just like the rest of Milwaukee, the vintage shopping is pretty dang queer, too. 
 

A Progress Pride flag waves in the wind outside On & On MKE, a new vintage marketplace complete with 40+ vintage and handmade vendors. We wandered through local art and beautifully curated booths, including Circa, a collection curated by the store's manager—the same person who proudly keeps the Pride flag flying outside.

A hand holds a holographic Bandit MKE sticker reading, “I’m buysexual for Bandit,” inside the vintage shop.

If the Milwaukee vintage scene had a collective punch card, ours would be full. We went to so many vintage stores, and one name kept getting recommended: Bandit. Upon finding holographic stickers reading “I’m buysexual for Bandit,” I had a pretty good indication why this was the first store that came to mind. The shop isn't huge, especially compared to some of the sprawling vintage warehouses we visited, but every inch is thoughtfully used. They actually had a good selection of plus-size pieces, and I took home a few that I will completely covet. Special shoutout to the folks at Plume for first putting this on our radar. That store is artfully curated, and it feels like walking through a magazine! 

The Well Red Damsel

Since I am always looking for books to add to my never-ending TBR pile, The Well Red Damsel, Wisconsin’s first romance bookstore, was my first stop when I arrived in town. I expected to find a wide range of romance titles, which I did, but I didn’t expect to meet the cutest bookseller, a dog named Bert. He may have stolen the spotlight (and my heart), but I was equally impressed by the store's thoughtfully organized collection of queer romance titles, clearly marked with Pride flags throughout the shop.

Alysse Delasandro smiles from bed beneath colorful leopard-print artwork at Saint Kate – The Arts Hotel in Milwaukee.

FINAL THOUGHTS 

By the end of my trip, I realized what makes Milwaukee's LGBTQ+ community so special isn't just the number of queer-owned businesses or the city's long history of LGBTQ+ advocacy. It's the way people consistently show up for one another – just like they have been since the Black Nite Tavern Uprising. 
 

Every conversation seemed to end with another recommendation. A chef pointed me toward another restaurant. A bookseller suggested another small business. A vintage shop sent me to another neighborhood. Instead of competing for attention, people were eager to celebrate each other's successes.
 

That's the Milwaukee I'll remember—not just a city that welcomes LGBTQ+ travelers all year long, but one where queer community is something you can experience in every neighborhood, one recommendation at a time.