Pride Month is here, and Milwaukee is showing up ready to slay with a packed calendar. Whether you’re looking to find love with The Butchelorette, cruise through the city in a Pride motorcycle ride, bring the whole family to the Pride Parade, or dance the night away at PrideFest, there’s something for everyone to uplift and celebrate Milwaukee’s LGBTQ+ community.

1. Milwaukee Film Pride Month Series

ALL MONTH | ORIENTAL THEATRE

Milwaukee Film curated a program of campy, fun, queer films to watch all month long. The “Queerious“ series comprises films that fit into the category of “Historians Would Say They Were Roommates or Good Friends,” including The Color Purple, Challengers, Rope, and Johnny Guitar. And the Summer Camp 2 series features campy classics like But I’m a Cheerleader, She’s the He, Victor/Victoria, and Burlesque. Plus, of course, The Rocky Horror Picture Show, featuring Milwaukee’s Sensual Daydreams cast performing live alongside the film, screening June 13.

2. Pop Pride: In Full Color

JUNE 1-7 | POP WALKER’S POINT

Pop in Walker’s Point has a full slate of events to kick off Pride Month, including bingo, a “Drag Race” watch party, plenty of DJs and a bunch of drag shows, including a day full of performances on June 7 alongside the Pride Parade. See the full lineup here.

RELATED READS: YOUR GUIDE TO THIS YEAR’S PRIDEFEST

3. Queer Oasis with Lou’s Moms

JUNE 4 FROM 4-7 P.M. | CACTUS CLUB

Local DJ duo Lou’s Moms — self-described as having “fantastically omnivorous musical taste” — are spinning tunes to “make your heart swoon” in a celebration of queer community at Cactus Club. This event is free to attend.

4. PrideFest

JUNE 4-6 | HENRY MAIER FESTIVAL PARK

There’s something for everyone at Milwaukee’s annual PrideFest. Whether you want to kick back and relax by the lakefront, shop around local LGBTQ+ vendors, or dance the night away with DJs and drag performances, there’s much packed into the lineup this year. 

5. Ride With Pride

JUNE 6 AT 10 A.M. | DAVIDSON PARK

The world’s largest Pride motorcycle ride is back! It’ll begin at Davidson Park, and the police-escorted ride will go throughout Milwaukee and end at the Harley-Davidson Museum. Everyone who registers will receive a commemorative poker chip, and patches will be available for purchase. Register in person or online here.

6. Drag Queen Story Hour

JUNE 6 FROM 10:30-11:30 A.M. | COLECTIVO PROSPECT CAFE

Stop by Colectivo’s Prospect Cafe for a drag queen story hour to celebrate Pride with the little ones! And while you’re there, you can grab one of their Pride watercolor cookies, too.

7. Milwaukee Pride Parade

JUNE 7 AT 2 P.M. | SECOND STREET IN WALKER’S POINT

With the theme “Together We Are Pride,” the Milwaukee Pride Parade is back for its 22nd year. The first Pride parade in Milwaukee was a political protest. Today, thousands of folks come together for the parade to celebrate the city’s LGBTQ+ community.

8. Pride Parade Watch Party & Flea Market

JUNE 7 FROM NOON-5 P.M. | POMEROY 

Get a prime seat for watching the Pride Parade and shop vintage clothing, get a flash tattoo, and sip a cold drink at Pomeroy’s watch party, located right along the parade route.

9. Flour Girl and Flame Pop-Up

JUNE 7 AT 6 P.M. | ESTEREV

Raising money for the Milwaukee LGBT Community Center, LGBTQ+-owned Flour Girl and Flame will be whipping up pizzas at EsterEv in Bay View after the Pride Parade until they sell out.

10. Pride Parade Queer Afterparty

JUNE 7 AT 7 P.M. | THE COOPERAGE

Venus Social Club and Pole Factory are teaming up to keep the party going after the Pride Parade. Inside, dance the night away to a lineup of DJs. Outside, watch a show from Pole Factory’s Sapphic Sirens, shop LGBTQ+ vendors, get a tattoo, enjoy a featured drink, or participate in the arm wrestling competitions. The event is for ages 21+, and tickets are available online here.

11. The Sapphic Butchlorette

JUNE 12 AT 10:30 P.M. | CACTUS CLUB

Ever wondered what it’d be like to see a sapphic version of “The Bachelorette”? Well, this is exactly that. Live at Cactus Club, eight contestants will compete for local tattoo artist Syd Lange’s love. Dress formal/semi-formal and be ready to dance the night away at the afterparty with DJ Mya Goetsch and DJ Femme Noir on the music. Get tickets here.

12. Brewers Pride Night

JUNE 12 AT 6:40 P.M. | AMERICAN FAMILY FIELD

From an LGBTQ+ makers market to the national anthem sung by singer/songwriter and sister duo REYNA, the Brewers are hosting a night of celebration for Pride. They’re playing the Philadelphia Phillies. Get tickets here.

13. Read With Pride Romance Book Fair

JUNE 13 FROM 10 A.M.-3 P.M. | BAIRD CENTER

If you grew up on the Scholastic Book Fair, this event is for you. The Well Red Damsel is bringing over 25 romance authors together – along with vendors including The Fruity Studio, Geeky Elves, and Good Stick Co. – for a day celebrating LGBTQ+ love stories. Admission is free, but the event is taking donations on-site for Courage+.

14. Sapphics in the Sun: Picnic

JUNE 13 FROM 1-4 P.M. | LAKE PARK

Milwaukee’s lesbian and sapphic events group CHOSEN is hosting a picnic at Lake Park. It’ll have yard games and music, and it’s bring-your-own snacks, chairs and blankets. RSVP here.

15. Midtown Pride

JUNE 13 FROM 3-7 P.M. | JOY ICE CREAM SOCIAL

Celebrate Pride in Tosa at Joy Ice Cream Social, with family and dance yoga, face painting, DIY tie-dye bandanas, a dunk tank, live music from Billy Goat Rodeo, and food trucks Heirloom and Tots on the Street.

16. Queer Karaoke

JUNE 17 AT 7 P.M. | CACTUS CLUB

The third Wednesday of every month, Cactus Club hosts Queer Karaoke – and, of course, Pride Month is no exception. Sing your heart out and hang out – if you liked it, you can go back the next month.

17. Born This Slay Drag Show

JUNE 17 AT 6:30 P.M. | CAFE CENTRAAL

“Don’t be a drag, just be a queen” at Cafe Centraal at this drag show featuring queens Roxy Toxin, Aubrey del Mar, Blythe, Ayesha Voodoo, and Jezebel Diamond St. Klare. Tickets are available here.

18. Pride Party

JUNE 18 FROM 4-7 P.M. | PRITZLAFF BUILDING COURTYARD

Milwaukee Airwaves and LGBTQ+- and woman-owned Miss Ruby Bridal Boutique are teaming up to bring a Pride party to the Pritzlaff Building. Expect a photo booth, Chase My Creations clothing, and food trucks, including Tots on the Street, Cocina Filipina, Paleteria Yayo and more.

19. Queer Book Club

JUNE 24 AT 6 P.M. | THIRST BOOKS

Thirst Books’ Queer Book Club is aptly having its first meeting during Pride Month. They’ll be reading a spicy sapphic alien romance by Emma Elizabeth. RSVP for free here.

20. Thrift & Sips: Pride Owned Edition

JUNE 27 FROM 11 A.M.-4 P.M. | STYLE POP CAFE

Shop local LGBTQ+-owned thrift and vintage shops and sip a bit of coffee at Style Pop Cafe’s Pride event. There will be lots of clothes, accessories and home decor to browse.

21. Sapphic Paint & Sip

JUNE 27 AT 6:30 P.M. | VIBEZ CREATIVE ART SPACE

CHOSEN is partnering with Vibez Creative Art Space for an evening of sapphic community and art. Tickets include a drink and painting supplies – and plenty of fun to be had. Get tickets here.

Premiere vocal ensemble, Cantus is bringing the songs of Dolly Parton to the stage with fresh interpretations. The show will cover her classics like “Jolene,” “9 to 5” and “I Will Always Love You.” Cantus Presents, COVERS: Dolly & Friends runs through June 7th at the Luminary Arts Center at 700 N 1st St. in Minneapolis. 

Since its creation, the Indianapolis Cultural Trail in the heart of Circle City has drawn millions of residents and visitors to its distinctive paved path. But according to a new report, the trail isn’t just beneficial for those looking to get out on an urban stroll or bike ride — it’s a driver for the city’s economy and quality of life.

The report, “Indianapolis Cultural Trail: A Legacy of Gene and Marilyn Glick at 20: Connecting People, Places, and Possibility,” was based on analysis by James Lima Planning + Development, a group of real estate, planning and economic development advisors. Here’s what to know about the report.

How has the Cultural Trail affected the city’s growth, development?

According to the report from 2026, the 10-mile trail has generated $3 billion in assessed property value around its path — money that supports the city and its governmental services.

The population along the trail has grown five times the city average and retail space near the trail has increased 39%, the report shows. Nearby food and beverage sales are almost twice the average per square foot in Indianapolis.

Additionally, the report shows, undeveloped land along the trail has the potential to add $1.4 billion of value in the near future. Since an initial study in 2015, the trail’s economic impact has grown from $1 billion to $3 billion.

“For nearly 20 years, the Indianapolis Cultural Trail has helped transform Downtown Indianapolis into a more vibrant, connected and economically competitive city,” Mayor Joe Hogsett said in a June 3 news release. “It is more than a trail. It is a nationally recognized public asset that drives investment, supports local businesses, connects neighborhoods and improves quality of life for the people who live, work, play and stay in our city.”