101 Ideas for Holiday Family Fun in Milwaukee - 2025
KidsOutAndAbout's 2025 holiday events list for Milwaukee: Christmas concerts, lights, trees, holiday races, and more. . . plus activities for Chanukah, Kwanzaa, and New Year's Eve.You'll never be at a loss for what to do this holiday season!
The activities we've listed here are confirmed for this year, but many require reserving ahead of time, and please keep in mind that events could be canceled... so click through to make arrangements.
If we're missing an activity that should be on our list, please email Mindy Mangan at mindy@kidsoutandabout.com. Please make sure to include a link to the event when you email. Thank you!
If you don't already receive our free weekly e-newsletter for Milwaukee, sign up today to make sure you're in the know about free stuff, festivals, classes, camps, vacation ideas, and all the best events near you!
Santa Sightings
Old-Time Christmas
| Multiple dates starting Nov 20, 2025 | Christmas at the Pabst Mansion |
| Multiple dates starting Dec 6, 2025 | Home for the Holidays at Old World Wisconsin |
Light Displays
Holiday Theatre
| Multiple dates starting Nov 21, 2025 | The Pigeon Gets A Big Time Holiday Extravaganza! |
| Nov 22 & 23, 2025 | North Shore Dance Studio presents "The Nutcracker" |
| Nov 23, 2025 | A Celtic Christmas |
| Multiple dates starting Nov 26, 2025 | Twas The Night Before.....By Cirque Du Soleil |
| Multiple dates starting Nov 25, 2025 | A Christmas Carol - Milwaukee Repertory Theater |
| Multiple dates starting Nov 25, 2025 | Dr. Seuss’ How The Grinch Stole Christmas! The Musical |
| Multiple dates starting Nov 28, 2025 | Home Alone 2 - Lost in New York: Film with Orchestra |
| Dec 6, 2025 | NUTCRACKER! Magical Christmas Ballet |
| Multiple dates starting Dec 6, 2025 | Milwaukee Ballet presents The Nutcracker |
| Dec 11, 20225 | A Christmas Carol - Dinner & Show (Saint Kate - The Arts Hotel) |
| Multiple dates starting Dec 11, 2025 | Black Nativity by Langston Hughes |
| Multiple dates starting Dec 19, 2025 | The Little Matchstick Girl Ballet |
| Dec 20, 2025 | Champions of Magic: Holiday Spectacular |
Holiday Concerts
| Nov 12, 2025 | A Motown Christmas |
| Multiple dates starting Nov 21, 2025 | Handel’s Messiah - Milwaukee Symphony Orchestra |
| Nov 25, 2025 | Scott Bradlee’s Postmodern Jukebox – Magic, Moonlight and Mistletoe Tour |
| Multiple dates starting Nov 28, 2025 | Home Alone 2 - Lost in New York: Film with Orchestra |
| Dec 5, 2025 | The Commercialists: Charlie Brown Christmas |
| Multiple dates starting Dec 5, 2025 | Resounding Joy - Christmas at the Basilica |
| Multiple dates starting Dec 13, 2025 | Hometown Holiday Pops - Milwaukee Symphony Orchestra |
| Dec 15, 2025 | Chris Isaak - Live On Tour |
| Dec 15, 2025 | Sixpence None The Richer presents “O’Night Divine: A Sixpence Christmas” |
| Dec 20, 2025 | Jingle Pop: Holiday K-Pop Night |
| Dec 21, 2025 | Mannheim Steamroller Christmas by Chip Davis |
Holiday Races
| Nov 15, 2025 | Candy Cane 5K Run/Walk & Kid's Jingle Bell Dash |
| Dec 1 - 31, 2025 | Santa Hustle VIRTUAL |
| Dec 7, 2025 | Santa Hustle - Milwaukee |
| Dec 14, 2025 | Candy Cane Course |
Hanukkah
| Dec 6, 2025 | Shorewood Winterfest (Tree & Menorah Lighting) |
| Dec 14, 2025 | Grand Car Menorah Parade |
Shopping & Craft Fairs
| Nov 1, 2025 | Holiday Craft Fair at Wilson Commons |
| Nov 2, 2025 | Holiday Craft Fair at the Gables of Germantown |
| Nov 9, 2025 | Holiday Arts and Crafts Fair at Brookfield East |
| Nov 15, 2025 | Holiday Market at Story Hill FireHouse |
| Multiple dates starting Nov 21, 2025 | Deer District Holiday Market |
| Nov 22, 2025 | Celtic Christmas Boutique |
| Multiple dates starting Nov 26, 2025 | German Christmas Market of Oconomowoc |
| Nov 29, 2025 | Christmas in the Falls Small Business Saturday |
| Nov 29 & 30, 2025 | Holiday Marketplace at Saint Kate - The Arts Hotel |
| Dec 6, 2025 | 20th Annual MGIS Wintermarkt |
| Dec 7, 2025 | FBBG Holiday Gift Fair |
| Dec 12, 2025 | Oak Creek Christmas Market |
| Dec 13, 2025 | Christkindl Market in Menomonee Falls Downtown |
| Dec 14, 2025 | City of Greenfield Holiday Makers Market |
| Dec 20, 2025 | Holiday Mini Market at Story Hill FireHouse |
New Year's Eve
Christmas Tree Experience
| Multiple dates starting Nov 28, 2025 | Buffalo Bill's Christmas Trees |
| Multiple dates starting Nov 28, 2025 | Cozy Nook Farm |
| Multiple dates starting Nov 28, 2025 | Evergreen Acres Christmas Tree Farm |
| Multiple dates starting Nov 28, 2025 | Stumpf's Tree Farm |
Ice Skating
| Year Round | Howard G. Mullett Ice Center |
| Year Round | Kettle Moraine Ice Center |
| Year Round | Naga-Waukee Park Ice Arena |
| Year Round | Eble Park Ice Arena |
Miscellaneous
Below are even more holiday events that have been posted to our calenda by local organizationsr. If you are affiliated with a business hosting a holiday event that should be on our calendar, we'd love to see it there... it's free to post! Click here for instructions about how to add your organization to our list and easily post your events to our calendar!
Christmas Tree Farms
Shopping for a Christmas tree? Here's our list of farms where you can purchase your own Christmas tree in the Milwaukee area.
Subscription Boxes: Gifts That Keep on Giving
Send thoughtful choices to the ones you love near and far, and plan some excellent expected surprises for your own family in the months to come. KidsOutAndAbout has put together of some of our favorite choices with a range for all different ages and interests.
