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Brewers World Series watch parties, Halloween fun and more: Here’s what to do in Milwaukee this weekend

Sandy MaxxbySandy Maxx
October 22, 2026, 7:59 am
in Entertainment, Video, What's On Tap, Wisconsin's Morning News
World Series sweatshirts revealed at the Brewers Team Store at American Family Field after the Brewers beat the Los Angeles Dodgers to win the pennant on October 15, 2026 (Photo: Elisabeth Montemurro)

World Series sweatshirts revealed at the Brewers Team Store at American Family Field after the Brewers beat the Los Angeles Dodgers to win the pennant on October 15, 2026 (Photo: Elisabeth Montemurro)

MILWAUKEE — Looking for the best things to do in Milwaukee and southeastern Wisconsin this weekend? From cheering on the Brewers in the World Series to Halloween adventures, Broadway hits, culinary celebrations and even a world championship arcade tournament, here are Sandy Maxx’s top picks for October 22 through October 25.

Let’s Go Brewers!

Deer District World Series Watch Parties

Friday and Saturday, October 23-24, Deer District, Milwaukee

Cheer on the Brewers at free outdoor watch parties in The Deer Garden, where fans can experience World Series baseball together on the big screen. Friday brings a Milwaukee sports doubleheader, with the Bucks hosting the Chicago Bulls at Fiserv Forum at 3 p.m. before the Brewers’ World Series opener at 7 p.m.

90s2K Cafe: 1982 Retro Watch Party

Friday and Saturday, October 23-24, 90s2K Cafe, Milwaukee

Party like it’s 1982! The downtown Milwaukee cafe celebrates the Brewers’ previous World Series appearance with a nostalgic watch party and 82-cent tap specials from 6 to 7 p.m. for fans wearing Brewers gear.

The Bavarian Bierhaus

Friday and Saturday, October 23-24, The Bavarian Bierhaus, Glendale

World Series baseball meets German beer hall traditions! Watch the Brewers while enjoying a special stadium-inspired food menu and complimentary amber Festbier during game time.

Bayshore: The Yard

Friday and Saturday, October 23-24, Bayshore, Glendale

Bring the whole family to free outdoor World Series watch parties at The Yard, where a giant screen and community atmosphere make it easy for Brewers fans of all ages to celebrate together.

The Elbow Room

Friday and Saturday, October 23-24, Brookfield and Cedarburg

The Elbow Room is going big for the World Series, with an outdoor parking-lot watch party in Brookfield and giant-screen viewing in Cedarburg. Fans can also enter a contest for a chance to win Game 6 World Series tickets or a cash alternative.

Kegel’s Inn: Beer Garden Watch Party

Friday and Saturday, October 23-24, Kegel’s Inn, West Allis

Watch the World Series on a giant outdoor screen in Kegel’s Inn’s beer garden. Admission is free, with bratwurst, pretzels, cheese curds and traditional German favorites adding a distinctly Wisconsin flavor to the celebration.

Northern Lights Event Venue

Friday, October 23, 6-11 p.m., Northern Lights Event Venue, Milwaukee

Watch Game 1 on a 12-foot projection screen overlooking the Milwaukee River. This downtown watch party includes free popcorn and reservable tables for groups looking to enjoy baseball together.

Nomad World Pub

Friday and Saturday, October 23-24, Brady Street, Milwaukee

Nomad World Pub brings its international sports-bar atmosphere to the Brewers’ World Series games, giving Milwaukee fans another lively gathering spot to cheer on the Crew.

Racine Monument Square World Series Watch Parties

Friday and Saturday, October 23-24, 7 p.m., Monument Square, Downtown Racine

Downtown Racine turns Monument Square into an outdoor baseball celebration as the city and Downtown Racine Corporation host Brewers World Series watch parties on two enormous 20-foot projection screens with sound, food and beverage vendors. Bring lawn chairs and dress for the weather as fans gather to cheer on the Crew. Watch parties are also planned for October 26 and 27, with additional games if necessary.

Raised Grain Brewing Company

Friday, October 23, 5-11 p.m., Raised Grain Brewing Company, Waukesha

Brewers baseball takes over every screen at Raised Grain Brewing Company for a free Game 1 watch party, complete with game-day beverage specials.

Moran’s Pub: World Series Block Party

Saturday, October 24, 7 p.m., Moran’s Pub, South Milwaukee

South Milwaukee gets in on the World Series excitement with a neighborhood block party celebrating Game 2 of the Brewers’ championship series.

Additional Brewers viewing destinations include The Argo in Whitefish Bay, Boone & Crockett, Champion’s Pub, Tom’s Watch Bar and Café Hollander locations.


Halloween Events

Spooky Safari: Adults-Only Halloween at the Zoo

Thursday, October 22, 5:30-9:30 p.m., Milwaukee County Zoo, Milwaukee

The Milwaukee County Zoo introduces a new adults-only Halloween experience featuring fire performers, pumpkin artists, a mentalist, live music, adult trick-or-treating and costume contests. This after-dark adventure is for ages 21 and older, with $30 admission including parking.

Boo at the Zoo

Friday and Saturday, October 23-24, Milwaukee County Zoo, Milwaukee

Families can enjoy trick-or-treating, colorful Halloween displays, pumpkin carving, animal enrichment activities and dazzling light shows throughout the zoo. New Saturday daytime hours offer an opportunity to celebrate Halloween before cheering on the Brewers.

Trick or Cheese! Halloween Candy, Wine & Cheese Pairing

Thursday, October 22, 6:30-7:30 p.m., Milwaukee Cheese Bar, Milwaukee

Only in Wisconsin! Discover what happens when Halloween candy meets artisan cheese and wine during a guided tasting featuring three candies, three wines and three cheeses in unexpected combinations. This creative Halloween experience is for adults 21 and older.

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Port Washington Witches Night Out

Thursday, October 22, 5-8 p.m., Downtown Port Washington

Grab your broomstick and your best witchy attire for a free evening of Halloween-themed shopping, activities and spooky fun throughout downtown Port Washington’s shops and businesses.

Día de los Muertos Celebration

Saturday, October 24, 9:30 a.m.-3 p.m., Forest Home Cemetery, Milwaukee

Celebrate the Mexican tradition of Día de los Muertos with a colorful community gathering honoring loved ones who have died. Activities include a 5K and 2K, traditional ofrendas, music, dancing, food trucks and the Mercadera Market featuring local vendors. Admission to the community celebration is free.

Fall Into Fun Fest

Saturday, October 24, Kenosha

Celebrate the Halloween season with a family-friendly community festival offering another opportunity for southeastern Wisconsin families to enjoy fall festivities.

Jack-O-Lantern Jubilee

Saturday, October 24, 11 a.m.-2 p.m., Baird Community Commons, Milwaukee

Downtown Milwaukee’s fifth annual Jack-O-Lantern Jubilee offers free family Halloween fun with pumpkins, treats, entertainment and an illuminated Halloween Village at Baird Community Commons.

Howl-O-Weenie 6: Bark to the Future

Saturday, October 24, 3-6 p.m., Boone & Crockett, Milwaukee

Great Scott! Halloween goes to the dogs with a Back to the Future-themed canine costume party. Off Leash MKE’s sixth annual celebration features a 4 p.m. dog costume contest with categories including Best Overall, Best Pop Culture and Best Pet & Their Person. Raffles and prizes benefit local rescue animals. General admission is free.

On Stage

Jersey Boys: 20th Anniversary Tour

Thursday-Sunday, October 22-25, Marcus Performing Arts Center, Milwaukee

Oh, what a night! The Tony Award-winning musical Jersey Boys celebrates its 20th anniversary with the true story of Frankie Valli and The Four Seasons, from New Jersey street corners to international stardom. Enjoy a soundtrack packed with hits including “Sherry,” “Big Girls Don’t Cry,” “Walk Like a Man” and “December, 1963 (Oh, What a Night).”

Witch

October 22-November 22, Touchstone Theatre, American Players Theatre, Spring Green

The Devil comes bargaining for souls in playwright Jen Silverman’s darkly funny reimagining of The Witch of Edmonton. An intriguing Halloween-season theatrical experience at American Players Theatre.

Instructions for a Séance

Through November 8, Milwaukee Repertory Theater, Milwaukee

Houdini, motherhood and mayhem! Writer-performer Katie Bender attempts to summon legendary escape artist Harry Houdini in a one-woman production blending live magic, comedy, mystery and personal storytelling. Houdini spent part of his childhood in Milwaukee, adding a hometown connection to this intimate theatrical experience.

Festivals & Fairs

Kohler Food & Wine: 25th Anniversary Celebration

Thursday-Sunday, October 22-25, The American Club and Village of Kohler, Kohler

One of Wisconsin’s premier culinary festivals celebrates 25 years with more than 80 experiences, including celebrity chef demonstrations, wine tastings, cooking classes, intimate dinners and exclusive evening celebrations.

The star-studded lineup includes Food Network personalities Tyler Florence, Alex Guarnaschelli and Scott Conant, Top Chef winners Stephanie Izard and Melissa King, and Milwaukee’s own Dan Jacobs, a Top Chef finalist and James Beard Award nominee. Specialty dinners and culinary experiences also feature acclaimed chefs from The Bartolotta Restaurants.

National Mustard Museum: 40th Anniversary Celebration

Saturday, October 24, Noon-3 p.m., National Mustard Museum, Middleton

Free fun for this 40th Anniversary! The National Mustard Museum marks four decades with founder and curator Barry Levenson, a new museum exhibit, a choir performance and free hot dogs with plenty of mustard. Admission is free.

Harvest Market Art & Craft Fair

Saturday and Sunday, October 24-25, 10 a.m.-4 p.m., Waukesha County Exposition Center, Waukesha

Get a head start on holiday shopping while supporting independent artists. More than 100 makers from Wisconsin and northern Illinois showcase original artwork, handmade crafts, baked goods and seasonal gifts at this indoor market.

Gamers

BuckFest 2026: Big Buck World Championship XIX

Friday and Saturday, October 23-24, Turner Hall Ballroom, Milwaukee

Milwaukee hosts the world championship of Big Buck Hunter, bringing international competitors together to battle for arcade gaming supremacy. Spectators can enjoy free-play arcade and pinball games, gaming vendors and championship competition. Saturday’s amateur tournament even gives everyday players a chance to compete. Admission is free.

Keep up with culture and creativity in Wisconsin and around the world with “What’s On Tap with Sandy Maxx” weekdays at 6 p.m. on WTMJ.

Tags: Brewers Watch PartiesChef Dan JacobsfestivalsFood NetworkHalloweenJersey BoysKohlerMiddletonMilwaukeeMilwaukee BrewersMilwaukee County ZooNational Mustard MuseumThe Weekend TrendtheaterTop ChefWeekend TrendWisconsinworld series

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