Live Music in Milwaukee for Christmas 2021: Check out the Best Milwaukee Music Festivals and Concert this Year

One of the best parts about Christmastime is the music. From classic holiday carols to more contemporary tunes (and everything in between!), hearing the sounds of the season can immediately evoke a holiday feeling. There are many opportunities to hear live music in Milwaukee, so don’t miss the chance to sit and savor holiday tunes while you still can. Here are the best holiday Milwaukee music festivals we could round up this December.

Trans-Siberian Orchestra

live music performance

You’ve heard their music on the radio, and now it’s time to catch them in person. Indeed, no one combines rock with classic carols as Trans-Siberian Orchestra can. This group is on tour celebrating the 25th anniversary of their Christmas Eve and Other Stories album, so see them and help them as they honor 25 years of holiday music. This event is only on December 26th, but there are two showings so that you can find a time that suits your family best.

Holiday Entertainment at Southridge Mall

If you need to get some last-minute shopping done, head to Southridge Mall. While you are there, there is the added bonus of hearing live music in Milwaukee! There are several days and times throughout the season where the mall is hosting live entertainment, so be sure to check their schedule to see what’s going on. Then, you can plan your shopping around their musical schedule.

Christmas Caroling with Miss Venice

female singer performing live

Do you like to sing along to holiday tunes? If so, head to Christmas Caroling with Miss Venice, where you can sit and listen or join in and sing. It’s expected, so don’t feel like you’ll be out of place if you belt out the tunes. What a fun way to participate in making live music in Milwaukee! This event takes place at the Sherman Phoenix, and Santa is making an appearance, too. You can also grab food and drinks while there, so plan to sit and stay awhile on December 23rd.

A Charlie Brown Christmas

Kids of all ages will enjoy the familiar sounds from the classic movie, A Charlie Brown Christmas. The Commercialists are presenting the film’s music while you savor holiday drinks and cheer at The Jazz Estate. This event is one of the Milwaukee music festivals at Christmas that is designed to evoke childhood memories. Join Anthony Deutsch, Clay Schaub, and Patrick Morrow as they perform, and get your reserved seats for dates up through December 21st.

Noel Light Park & Christmas Market

male singer performing live

Noel Light Park & Christmas Market is a light show with larger-than-life installations. It’s a kiddie wonderland with Santa, games, princesses, and a playland. Plus, it’s a place to get festive food and drinks. But did you realize that it’s also one of the best places for live music in Milwaukee? The stage at Noel is filled with local, live music for all to enjoy. Each performer gives a show worthy of the best Milwaukee music festivals, so be sure to stop by and listen while you are at Noel.

Shaker’s Caribbean Christmas Party

Want a different take on the sounds of the season? Make plans to go to Shaker’s Caribbean Christmas Party! Escape the frigid temperatures, dress up in Caribbean style to win a prize, and warm up inside of Shaker’s Cigar Bar (leave the kiddos at home for this one). Then, join in the fun of one of the most unexpected Milwaukee music festivals around. 

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