1. Legally Blonde
ALL WEEKEND | RACINE THEATRE GUILD
Catch the iconic musical comedy during its final days at the Racine Theatre Guild. With a 7:30 p.m. showtime on Friday, 2 p.m. and 7:30 p.m. showtimes on Saturday, and a 2 p.m. showtime on Sunday, there are plenty of opportunities to embark on Elle Woods’ journey through Harvard Law.
2. Festa Italiana
ALL WEEKEND | HENRY MAIER FESTIVAL PARK
Festival season arrives with Milwaukee’s big Italian bash on the lakefront! Face off in a bocce tournament, vote for Milwaukee’s best sauce, watch the Italian Idol singing competition, and eat Italian food from over a dozen vendors.
3. Jura Wine Tasting
FRIDAY FROM 4-6 P.M. | WATERFORD WINE & SPIRITS
Waterford Wine & Spirits is hosting a Friday evening tasting, spotlighting the Jura – a sub-alpine mountain range that produces some of France’s most distinctive wines. In an attempt to demystify and explore the Jura, guests can sample seven wines and five grapes from the region.

Tell us who you’d pick to be a Betty this year!
4. Women, Wine & Tech 6.0
FRIDAY FROM 4-10 P.M. | UW-MILWAUKEE
Raise a glass to women in tech on Friday night at Women, Wine & Tech 6.0, a social innovation summit hosted in the Wisconsin room at UW-Milwaukee. Sit in on panels and network with tech visionaries at this six-hour event, with music and fine wine.
5. Bay View Gallery Night and Jazz Fest
FRIDAY FROM 5-10 P.M. | BAY VIEW NEIGHBORHOOD
Spend an evening in Bay View for Bay View Gallery Night. Over 70 neighborhood locations will be free and open to the public, with Jazz Fest offering 15 free shows at seven locations. Check event listings here.
6. Milwaukee Milkmen vs. Fargo-Moorhead Redhawks
FRIDAY AT 6:30 P.M. | FRANKLIN FIELD
The Milwaukee Milkmen play against the Fargo-Moorhead Redhawks at Franklin Field on Friday night. Grab pasture tickets here.
7. Nikki Glaser
FRIDAY AT 7 & 9:30 P.M. | MILLER HIGH LIFE THEATRE
Nikki Glaser’s “Alive and Unwell” Tour is coming to town! The Emmy-nominated comic has moved her 7 p.m. and 9:30 p.m. showtimes to Miller High Life Theatre, due to high demand, but tickets remain available.
8. Gabriel Harris with Laura Bomber and Tori Yocum and Hanna Simone
FRIDAY AT 7:30 P.M. | ANODYNE COFFEE ROASTING CO.
Berkeley graduate Gabriel Harris will be showcasing an alternative take on classic genres at Anodyne Coffee Roasting Co. on Friday evening. Other acts include songwriters Laura Bomber, with Tori Yocum, and Hanna Simone. Pay $12 in advance or $15 at the 6:30 p.m. door to hear this lineup live.
9. Ziggy Alberts
FRIDAY AT 8 P.M. | VIVARIUM
Head to Vivarium for an intimate performance from Ziggy Alberts, an award-winning Australian singer-songwriter on his New Love World Tour. Tickets for the 8 p.m. show on Farwell Avenue are available here.
10. Ray of Hope Run
SATURDAY AT 8:40 A.M. | HOYT PARK
Kick off your Saturday in high gear at Hoyt Park in Wauwatosa. The 2025 Ray of Hope Run for Ovarian Cancer Research is here. Whether you’re looking to set a personal record, get outside or support the cause, this 5K offers activity for adults and children of all abilities. Register here.
11. Guest Gallery Talk: “Erin Shirreff: Permanent Drafts”
SATURDAY FROM 1-2 P.M. | MILWAUKEE ART MUSEUM
Join John Riepenhoff, Executive Director of Sculpture Milwaukee and founder of The Green Gallery, for an exploration of themes and topics in the exhibition “Erin Shirreff: Permanent Drafts.” The collection of works includes over 40 of Shirreff’s recent collages, photographs, sculptures and videos, some specific to the Milwaukee Art Museum.
12. Native Plant Sale Fundraiser
SATURDAY AND SUNDAY | WEHR NATURE CENTER
Stop by Wehr Nature Center in Franklin from 10 a.m. to 3:30 p.m. this Saturday or Sunday to shop native plants. The sale will take place at the back of the building, rain or shine. Proceeds support Wehr and center habitats.
13. Decor & Dish Pop-Up
SATURDAY AND SUNDAY | IVANHOE PLAZA
With the closing of Crossroads Collective and The Pharmacy Bar, the East Side food hall will be hosting a Decor & Dish Pop-Up sale in Ivanhoe Plaza, in an effort to clear out its treasures. You can add a piece of local history to your kitchen or restaurant from 11 a.m. to 5 p.m. on Saturday or Sunday.
14. “Americana Brunch” with Panalure & Friends
SUNDAY AT 11 A.M. | DISCOURSE COFFEE – RADIO MILWAUKEE
Discourse Coffee – Radio Milwaukee is hosting its second annual “Americana Brunch” on Sunday morning. Join acclaimed Milwaukee band Panalure for a performance of original Americana music, after Denny Rauen strums the morning off with his guitar. Discourse’s cafe menu will be available, featuring exotic caffeinated cocktails.
15. Margarita Fest
SUNDAY FROM 1-4 P.M. | THE COOPERAGE
It’s time for the eighth annual Margarita Fest at The Cooperage this Sunday afternoon, hosted by The Shepherd Express! You can sample Milwaukee margarita-makers from 1 p.m. to 4 p.m., and vote your favorite. This event will also hold live entertainment, food trucks, raffles, games and a city view from the river.
16. Lady Gaga Drag Show
SUNDAY AT 2 P.M. | MILWAUKEE IMPROV
There is a drag brunch tribute show to Lady Gaga at Milwaukee Improv on Sunday afternoon. Drag performers are set to perform the biggest Gaga hits starting at 2 p.m. Get tickets online.
