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Christmas in Milwaukee | Milwaukee Christmas Events 2020

Christmas in Milwaukee | Milwaukee Christmas Events 2020

Milwaukee is no stranger to celebrating the best time of the year. From lights and light festivals to holiday performances and unique, quaint towns, Christmas in Milwaukee has it all!

Check out these fun activities perfect for the entire family and make lasting memories for years to come. You are bound to have happy holidays while attending these Milwaukee Christmas events. Updated for 2020!

Milwaukee Christmas Events 2020

Holiday Lights Festival

River Holiday Lights Festival Milwaukee Christmas events

Photo by: Visit Milwaukee

The Milwaukee area’s most popular holiday event, the Holiday Lights Festival, lights up the sky for six weeks November 19, 2020 through January 1, 2021.

With holiday light displays, hundreds of wreaths, a variety of animated sculptures, and tons of activities, there is something enchanting for everyone.

A family favorite is the Jingle Bus, a 40-minute tour that highlights the city’s brightly festive spots and provides cookies and hot cocoa. And, at only $2 a ride, it’s easy on the pockets too! Note: Jingle Bus is a virtual event in 2020 due to Covid-19.

Don’t forget to stop by “Community Spirit Park” in Cathedral Square Park and drop off your wish lists at Santa’s Mailbox. The best thing? Santa actually writes back to you!

How about experiencing the Holiday Lights aboard a mini coach while sipping on hot chocolate and munching on desserts?

On the Milwaukee Food Tours Christmas Lights and Desserts Tour, riders will be able to do just that, along with two walking stops at Zeidler Union Square and Cathedral Square. Note: Tours are cancelled for 2020 but boxes can be purchased and shipped so you can enjoy a virtual event. 

To really celebrate the holidays like a local one must stop by annual Christmas lights at Candy Cane Lane. In this residential neighborhood almost everyone decorates their home for the holidays! The best thing is that they do so to support the Midwest Athletes against Childhood Cancer. There is no entrance fee, but they do have a central corner where donations for the cause are collected.

Ice Skating


Photos by Visit Milwaukee and Trekaroo

Ice skating anyone? Well, how about skating in a rink bigger than Rockefeller Center? Located in downtown Milwaukee, Red Arrow Park’s Slice of Ice can accommodate 100 skaters at once.

Skating is free if you have your own skates. No skates? No worries! They rent them out as well. When the Midwest chill starts to set in, get toasty inside the warming house where you’ll be sure to have a great view of all the action from the floor-to-ceiling windows. Note: As of 11/5/20 there has been no online update regarding the 2020 season and it appears that the ice rink may be cancelled. 

Santa Claus Sightings


Photo by Visit Milwaukee

Santa Claus is coming to town! Come visit Santa at the Milwaukee County Zoo where you and the family can have either breakfast or lunch with the jolly old man himself, Mrs. Claus, and his elves. This event will take place on select December weekends. Breakfast is served at 9 am and lunch is at noon. Note: The zoo is still open but the event has been cancelled for 2020. 

Santa can also be spotted in his outdoor gingerbread house at the Historic Third Ward’s Christmas in the Ward. Afterward, experience an old-fashioned Christmas tree lighting ceremony in Catalano Square, see live reindeer, go on horse-drawn carriage rides, and enjoy live music and holiday shopping! Cancelled for 2020. 

For more of a traditional setting, share a jolly breakfast in a festively decorated ballroom at Breakfast with Santa at the Pfister Hotel. Children will receive a special gift, make crafts, and write letters to Santa. 

Catch a Holiday Performance

A Christmas Carol - Milwaukee-Holidays

Photo by Visit Milwaukee

Note: All theater performances are cancelled for 2020 due to Covid-19. 

Need to get into the festive spirit this holiday season? Milwaukee hosts a few shows that will no doubt warm your hearts.

One of Milwaukee’s most well-known holiday shows and simply a holiday classic is the Milwaukee Ballet’s annual Christmas season performance of The Nutcracker. With unforgettable music, impressive set designs, and toys coming to life, what more could you want?

For a fun family favorite, the First Stage Theater presents “Elf the Musical” at the Todd Wehr Theatre.

Check for amazing deals on family-friendly hotels in Milwaukee.

Celebrate an Old-Fashioned Christmas


Photos by Visit Milwaukee

Milwaukee is a winter wonderland filled with old-fashioned elegance during the Christmas season. Step back in time and imagine Christmas as it was during the 19th century by touring the home of the famous beer baron Captain Frederick Pabst Mansion for Twilight Tour on select dates in November and December.

With its ornate holiday decorations and historic setting, it’s no wonder why more than 100,000 people visit this restored Victorian mansion.

Note: The Pabst Mansion is closed in 2020 due to Covid-19.

For a unique Christmas experience, families need to visit the quaint, cozy, and historic town of Cedarburg. Visit Santa’s Workshop, a candy-covered house where Santa stays on weekends to visit families and where elves work hard on building toys for good boys and girls.

A Polar Express ride takes children on a journey to the North Pole where there’s a toy store, arts and crafts, caroling, snacks, music, and gifts from Santa. Note: Some events in Cedarburg have been modified in 2020 due to Covd-19.

How about celebrating the holidays as it was in the 19th-century? At Old World Wisconsin, families will find Christmas tales, free horse-drawn bobsled rides (or wagon rides, if there’s no snow on the ground), caroling and hymn singing, food sampling from cherished recipes, wood-fired stoves and bonfires.

Plus, take photos with a 19th-century Santa! Don’t miss Vanocka,  North America’s largest Yule Goat! This will be a ticketed event in 2020. There may be some adjusted offerings due to Covid-19.

Find more Christmas events near you! Trekaroo has guides for dozens of cities across the country.

Updated for 2019 and 2020 by Sharlene Earnshaw. A special thanks to Tina Jalowiec for contributing to the original version of this article.

Lead image by Bigstock