11 things to do in Milwaukee this weekend: June 3-5

1. Art 64: Live Painting Tournament

FRIDAY AND SATURDAY | VILLAGE OF TOSA

Art lovers can see brand new creations come to life in real time at ART 64, a bracket-style live painting tournament. Attendees will be able to stroll through the village of Tosa to find 64 artists painting their latest masterpieces and vote for their favorites. The competition takes place from 5:30 p.m. to 10:00 p.m. on Friday and from 3:30 p.m. to 8:00 p.m. on Saturday. The tournament also features live music and food from local restaurants.

2. Small Town Wisconsin theatrical premiere

FRIDAY AT 7:30 PM | ORIENTAL THEATER

The award-winning dramedy about a father-son road trip from rural Wisconsin to Milwaukee is making its way to the big screen in his favorite city. Participants can meet the cast and crew of the film. Grab a bag of popcorn and get ready for some quality Midwestern humor.


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3. Author event for The Milwaukeean: A Story of Tragedy and Triumph

FRIDAY AT 6:30 PM | BOSWELL BOOK COMPANY

The traumas and joys of growing up in Milwaukee are explored in The Milwaukeean. Joey Grihalva and Kellen ‘Klassik’ Abston will visit the bookstore to chat and sign their new book and answer questions. Although the event is free, participants must register in advance to reserve their place.

4. Walker’s Point Pop-Up Market

SATURDAY FROM 10:00 AM TO 5:00 PM| CLOCK ANTIQUES

What’s up with the food trucks and the music? A pop-up vintage market. Shoppers can browse products from more than 30 vendors and manufacturers at Walker’s Point’s first-ever pop-up market.

5. Hops and dogs

SATURDAY FROM 11 AM TO 6 PM | NORTH AVENUE. & GOODBYE AVENUE. CORRIDOR

Upgrade your weekend walk with your dog by heading to Hops & Hounds. This free East Side outlet will host more than two dozen performers and vendors, live music, henna tattoos, food, drink and more. There will also be passports available for purchase that will get you 15 adult drink samples for $20. All proceeds will go to the Dogtopia Foundation.

6. Lager beer and friends

SATURDAY FROM 12 PM TO 4 PM | OLD HEIDELBERG PARK

Sure, you’ve been to beer festivals, but have you ever been to a blond beer festival? This event, the first in-person since the exceptional festival in 2019, features the range of the world’s most beloved beer family. There will be big beers and dark dunkels, but most lagers will be light and refreshing. More than 20 breweries will be in attendance, including many from out of state that don’t normally sell beer in Wisconsin.

A view of the 2019 Lager & Friends beer festival from the Turner Hall balcony. Photo by Chris Drosner

7. Milwaukee Highland Games

SATURDAY FROM 9:00 AM TO 9:00 PM | CROATIAN PARK

This is not a BYOB (bring your own bagpipes) event. Bagpipes and other traditional Scottish music will be offered. Attendees can watch archery, cricket, highland dancing and more. Children 12 and under are free and adult tickets are $10.

8. The Masked Singer

SATURDAY AT 8:00 PM | THE RIVE THEATER

The hit show’s national tour stops in Milwaukee with the promise of a mystery new celebrity revealed. Fan favorites and new acts will perform. Tickets are available online.

9. MotoAmerica Superbike Series & Vintage MotoFest

ALL WEEKEND | AMERICA ROAD

The weekend-long festival gives enthusiasts the opportunity to learn how to ride different motorcycles. Fans can even camp at nearby sites to extend the fun. If you wish to participate yourself, you can enter your motorbike when you arrive on Saturday morning between 9 and 11 a.m. or pre-register online.

10. Pride Day

ALL WEEKEND | THE SUMMER PARTY GROUND

Pride returns to Milwaukee with a bang this summer. Several drag shows, comedies and musicians are included in the program. Lady Gaga fans will enjoy a musical tribute to the musician. Attendees can purchase a one-day pass or a three-day pass.

Photo by Visit Milwaukee

11. John Caparulo on Laughing Tap

ALL WEEKEND | THE LAUGHTER TAP

Comedian John “Cap” Caparulo, who has written for Showtime, ABC, Netfilx and Disney, is launching a five-show series at the local comedy bar. Expect laughs and beer. Tickets are $30.






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