11 Things to Do in Milwaukee This Weekend: Oct. 21-23

Haunted city tours, scary bloody mary walks and classic horror cinema await you this weekend. 

1. The Shining at Times Cinema

ALL WEEKEND | TIMES CINEMA 

This week, Times Cinema kicked off their 7th annual “Shocktoberfest” film festival. This weekend’s installment is the horror classic, The Shining. Based on Stephen King’s best selling book of the same name, Stanley Kubrick creates a chilling demonstration of malicious manipulation and fear – a must-see for fans of the macabre. 

2. Jon Lovitz

ALL WEEKEND | MILWAUKEE IMPROV BROOKFIELD

Saturday Night Live alum Jon Lovitz is coming to Milwaukee for a weekend of local laughs. Lovitz has starred in a variety of classic nineties and early aughts comedies including Coneheads, Rat Race, The Stepford Wives, Little Nicky and many more. Check out one of his four Milwaukee shows before he heads back to Las Vegas for his residency at the Laugh Factory. 


 

VOTE FOR MILWAUKEE’S BEST BEER!

What’s Brew City’s best? We’ve picked 16 of our favorite Milwaukee craft beers for a March Madness-style tournament, but it’s up to you to pick the winner! Will it be bright and hoppy? Dark and malty? A zippy lager? Every one is worthy of the title; who will claim the sudsy crown?


3. Exhibit Opening: “The World’s Lungs”

FRIDAY FROM 5-9 P.M. | ARTS @ LARGE 

Friday night is the opening of “The World’s Lungs,” an art installation by Colombian artist Catalina Bayona.  Her installation shines a light on the vibrancy of the Amazon, the “lungs of the world.” Bayona tells stories about the natural world and humanity through her multi-media installation, inviting viewers to expand their understanding of the human condition. 

4. Gremlins at the Milky Way Drive-In

FRIDAY AT 6:30 P.M. | 7035 S. BALLPARK DR., FRANKLIN

Remember the rules: no bright light, no water and no food after midnight, and you may just survive Friday’s showing of 1984’s Gremlins at the Milky Way Drive-In as part of their Fright Nights. Pick up some popcorn and drinks and enjoy the black comedy from the comfort (and safety!) of your own vehicle. 

5. Life With The Afterlife: A Supernatural Evening With Ghost Hunter Amy Bruni

SATURDAY AT 7:30 | WILSON THEATER AT VOGEL HALL

Paranormal investigator Amy Bruni is coming down to the Marcus Performing Arts Center to share stories of her chilling experiences at America’s most haunted locations. Enjoy a night learning about thrilling paranormal encounters just in time to prep you for spooky season. 

6. Gallery Night MKE

FRIDAY AND SATURDAY | HISTORIC THIRD WARD, WALKER’S POINT, EAST TOWN

Gallery Night MKE is back with over 30 locations of new exhibits to enjoy. This gallery hop is a great opportunity to check out local and regional artists while exploring some of the city’s most creative neighborhoods. Want to make the most of your experience? Use the website’s itinerary planning tool to create the easiest route to the galleries you want to visit. 

7. Pumpkin Pavilion 2022

FRIDAY AND SATURDAY | HUMBOLDT PARK

Bring the family down to Humboldt Park on Friday and Saturday to partake in this year’s Pumpkin Pavilion. Walk through hundreds of carved pumpkins on display while enjoying live bands, magic and more. Over 2,000 Milwaukeeans are expected to come down to Humboldt Park to embrace the fun of Halloween. 

8. Spirits of the Silent City: “Unfinished Business”

FRIDAY AND SATURDAY | FOREST HOME CEMETERY

Spirits of the Silent City is an after-dark event at Milwaukee’s oldest cemetery. This weekend, learn about some of Forest Home Cemetery’s most notable residents including Dr. Laura Ross Wolcott, Ezekiel Gillespie and Maude Miriam Hicks Wright, on the guided tours. And the performances are not meant to be scary but rather entertaining! 

9. Gargoyles, Grotesques & Dragons

SATURDAY FROM 2-4 P.M. | HISTORIC MILWAUKEE, INC. 

The world of monsters, demons and strange beasts comes to life this weekend during Historic Milwaukee’s tour of the gargoyles, grotesques and dragons that adorn many of Downtown Milwaukee’s most famous buildings. Pre-registration is required and tour guides suggest bringing a pair of binoculars. 

10. Sweet Baby James: A James Taylor Tribute

SATURDAY AT 7:30 P.M. | SKYLIGHT MUSIC THEATER 

American singer-songwriter James Taylor has created decades worth of memorable songs. This weekend, musician Bill Griese aka “Sweet Baby James” is coming to the Skylight Theater to perform some of Taylor’s most famous tunes. Ticket prices start at $25 for this one-night music homage. 

11. Día de los Muertos at MAM

SUNDAY FROM 10 A.M.-3 P.M. | MILWAUKEE ART MUSEUM 

This Sunday, the Milwaukee Art Museum opens its doors to families looking to celebrate the culture and sounds of Día de los Muertos. Visitors can enjoy live music, hands-on activities, children’s crafts and more while they learn about the importance of the holiday and special celebratory traditions.


Want more great Milwaukee events? Check out our calendar

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