15 Things to Do in Milwaukee This Weekend: Dec. 18-21

15 Things to Do in Milwaukee This Weekend: Dec. 18-21

A holiday charity gala, a show by the Milwaukee Symphony Orchestra, and more this weekend.

Featured Events

1. 2025 Feed Milwaukee Holiday Charity Gala

FRIDAY FROM 7 P.M. TO MIDNIGHT | TURNER HALL BALLROOM

Put on your holiday best for the Feed Milwaukee Holiday Charity Gala this Friday. Doors open at 7 p.m. and admission is a suggested donation of $20 or more. Sprecher Brewing is providing complimentary beer and wine and local blues band Indigo Dog is playing until 9:30. A raffle will be going on all night with winners being announced at 9:45 p.m.

2. Milwaukee Symphony Orchestra: Holiday Pops

ALL WEEKEND | BRADLEY SYMPHONY CENTER

The Milwaukee Symphony Orchestra is back with Holiday Pops to ring in another holiday season. The show will feature the Milwaukee Handbell Ensemble, the Orchestra and the Milwaukee Symphony Chorus. The audience is invited to sing along with all of their favorite Christmas songs. Maybe you’ll even see the jolly old elf! This event is suitable for all ages and ticket prices vary by seat.

3. Winter Solstice Market

SUNDAY AT 12 P.M. | CACTUS CLUB

If you’re not quite done with your holiday shopping (or you saved it all for the last minute) Cactus Club’s Winter Solstice Market has you covered. Makers from across Milwaukee are showcasing their goods and a DJ is playing in the bar all day. This event is free to attend and suitable for all ages. A list of the vendors and their Instagram accounts can be found on Cactus Club’s website.

 


It’s time to pick your Milwaukee favorites for the year!

 

More Events

4. Wild Lights

ALL WEEKEND FROM 5:30- 9 P.M. | MILWAUKEE COUNTY ZOO

The zoo shines bright after dark with hundreds of thousands of sparkling lights in elaborate animal displays. Grab a hot cocoa and stroll through the zoo’s pathways and forest.   

5. A Guild Christmas Special

THURSDAY AT 7 P.M. | RACINE THEATRE GUILD

The Racine Theatre Guild is back with their signature Christmas concert. The show brings the audience along through classic Christmas songs and modern Christmas hits for a night full of holiday joy. Tickets range from $15 to $20 each and the show is suitable for all ages. Tickets can be bought online or at the box office on the day of the show.

6. Jazz Night in Tosa

THURSDAY AT 8:30 P.M. | LION’S TAIL BREWING CO.

Milwaukee-area jazz band Jazz in Vivo is playing a free show at Lion’s Tail Brewing Co. The group performs everything from classic swing to modern jazz, which is sure to pair perfectly with one of Lion’s Tail 27 beers and seltzers made at its home brewery in Neenah.

7. Milwaukee Hoops Showdown

FRIDAY AT 4 P.M. | FISERV FORUM

Take note, fans of the Cardinal and White: A special college basketball doubleheader features the Wisconsin Badgers here in Milwaukee. Play begins with UW-Milwaukee against South Dakota State, followed by Wisconsin against Big East power Villanova. 

8. Friday Night Freak Show – ‘Gremlins’

FRIDAY AT 6:30 P.M. | ORIENTAL THEATRE MKE

“Gremlins” is a Christmas movie, right? Doors open at 6:30 p.m. and Matt from City Rock Showgram will be DJing until the movie starts. Tickets are $11 for students and $13 for adults. A school ID is required for the student discount. 

9. Insane Clown Posse: Big Baller Holiday Party

FRIDAY AT 8 P.M. | THE RAVE

Insane Clown Posse is throwing a holiday rager with Ouija Macc, Wakko The Kid, ShappyTheAirhead and JCW Wrestling. It’s going to be a wild night of debauchery and holiday fun. General admission tickets are $78.85 each and can be purchased online or at the door while supplies last. 

10. Ballet Floor Barre at MAM

SATURDAY FROM 8-9 A.M. | MILWAUKEE ART MUSEUM

Melissa Alexander of Milwaukee Ballet is leading a 60-minute floor barre class this Saturday. The class is low impact and focuses on muscles throughout the entire body. Bring a yoga mat and a water bottle to class. Doors open at 7 a.m. and tickets are $10 for museum members and $20 for nonmembers.

11. Cocoa & Claus

SATURDAY FROM 9 A.M.-12 P.M. | BETTY BRINN CHILDREN’S MUSEUM

Santa’s coming to the children’s museum to share a story, build cocoa-catapults and tinker trees, and drink hot cocoa. A special festive family photo is included with the purchase of a ticket. Tickets are $8 for members and $20 for nonmembers.

12. Groove Theory: A Soulful Christmas

SATURDAY FROM 7-11:30 P.M. | THE COOPERAGE

Brew City Soul is singing all of the best holiday grooves from R&B and soul greats. The setlist includes songs by Donny Hathaway, The Temptations, Luther Vandross and Mariah Carey. This event is 21+ and tickets start at $30.

13. Champions of Magic: Holiday Spectacular

SATURDAY FROM 7:30-9:30 P.M. | RIVERSIDE THEATER

Champions of Magic is bringing humor and holiday cheer to the stage to celebrate holiday magic in a literal sense. This show is family friendly and tickets are available online.

14. Milwaukee Makers Market

SUNDAY FROM 10 A.M.-4 P.M. | DISCOVERY WORLD

The final 2025 edition of this showcase of local makers is taking over the Discovery World pavilion for a holiday marketplace this Sunday. Check out the wares from over 50 local vendors, including Big White Yeti Candle Co. and Maebel Jewelry. 

15. Teezy Talks Presents: Ugly Sweater Party 9

SUNDAY FROM 4-9 P.M. | THE COOPERAGE MKE

For nearly a decade, Teezy Talks has been hosting their ugly sweater party. DJ Nick Stokes will be spinning tracks all night and food trucks will be available outside the venue. Winners of the ugly sweater contest will win cash prizes and the first 50 people to show up will receive a special gift. Tickets are $25 each and available for purchase online.