101 Ideas for Holiday Family Fun in Milwaukee - 2023 | Kids Out and About Milwaukee <

101 Ideas for Holiday Family Fun in Milwaukee - 2023

KidsOutAndAbout is Milwaukee's online guide to everything for kids, teens, and families! 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. Enjoy the holidays!

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! In the meantime, enjoy the ideas below for holiday family fun in 2023! 

Santa Sightings

Multiple dates starting Nov 4, 2023 Santa’s Wonderland at Bass Pro Shops & Cabela's
Nov 11, 2023 Germantown Christmas Festival Parade & Christmas in the Park
Multiple dates starting Nov 18, 2023 Annual FEZtival of Trees
Multiple dates starting Nov 18, 2023 Christmas Carnival of Lights 2023
Multiple dates starting Nov 22, 2023 German Christmas Market of Oconomowoc 2023
Nov 24, 2023 Greendale Tree Lighting Ceremony 2023
Multiple dates starting Nov 24, 2023 2023 Enchantment in the Park
Multiple dates starting Nov 24, 2023 Candy Cane Lane 2023
Nov 25, 2023 Sensory Santa - Greendale Celebrations
Multiple dates starting Nov 25, 2023 2023 Christmas Train - East Troy Railroad Museum
Multiple dates starting Nov 25, 2023 Christmas Day Trains 2023 - East Troy Railroad Museum
Multiple dates starting Nov 26, 2023 Father Christmas visits Pabst Mansion
Dec 1, 2023 Hartland Lights 2023
Dec 1, 2023 Light the Square - City of Oak Creek
Dec 1, 2023 Dickens of a Village 2023 - Greendale Celebrations
Dec 2, 2023 2023 Brunch with Santa at Racine Zoo
Dec 2, 2023 West Allis Christmas Parade
Dec 2, 2023 "Let It Snow" Christmas Parade presented by Oconomowoc Kiwanis
Dec 2, 2023 Breakfast with Reindeer at Delafield Fish Hatchery
Dec 2 & 8, 2023 Santa's Christmas Cavalcade
Dec 3 & 10, 2023 Santa & Me PJ Party at The Little Village Play Cafe
Multiple dates starting Dec 2, 2023 Home for the Holidays at Old World Wisconsin
Dec 3, 2023 Silver Tea and Christmas Cookie Sale at Old Falls Village
Dec 3, 10 & 17, 2023 Breakfast with Santa at MOTOR® Bar & Restaurant
Dec 9, 2023 Cocoa with the Clauses
Multiple dates starting Dec 9, 2023 Breakfast With Santa at The Pfister Hotel
Dec 10, 2023 Donuts With Santa at The FireHouse
Dec 10, 2023 Brunch with Santa

 

Old-Time Christmas

Multiple dates starting Nov 17, 2023 Christmas at the Pabst Mansion
Multiple dates starting Nov 22, 2023 German Christmas Market of Oconomowoc 2022
Dec 1, 2023 Dickens of a Village 2023 - Greendale Celebrations
Multiple dates starting Dec 2, 2023 Home for the Holidays at Old World Wisconsin

 

 

Light Displays

Multiple dates starting Nov 11, 2023 Tannenbaum Trail - Germantown Chamber of Commerce
Multiple dates starting Nov 16, 2023 Milwaukee Holiday Lights Festival 2023
Nov 17, 2023 City of Milwaukee's 110th Annual Christmas Tree Lighting
Multiple dates starting Nov 17, 2023 COUNTRY CHRISTMAS at The Ingleside Hotel
Multiple dates starting Nov 18, 2023 Immersive Nutcracker Chicago
Multiple dates starting Nov 18, 2023 6th Annual FEZtival of Trees
Multiple dates starting Nov 18, 2023 Christmas Carnival of Lights 2023
Multiple dates starting Nov 18, 2023 Christmas at Shalom Wildlife Zoo
Multiple dates starting Nov 24, 2023 2023 Enchantment in the Park
Multiple dates starting Nov 24, 2023 Winter Wonders - Boerner, a Holiday Tradition
Multiple dates starting Nov 24, 2023 Candy Cane Lane 2023
Nov 24, 2023 Annual Pfister Tree Lighting Ceremony
Nov 24, 2023 Greendale Tree Lighting Ceremony 2023
Multiple dates starting Dec 1, 2023 Wild Lights - Milwaukee County Zoo
Dec 1, 2023 Hartland Lights 2023
Dec 2, 2023 West Allis Christmas Tree Lighting Ceremony
Dec 2, 2023 City of Greenfield Holiday Tree Lighting
Dec 1, 2023 Light the Square - City of Oak Creek

 

Holiday Theatre

Multiple dates starting Nov 24, 2023 The Best Christmas Pageant Ever: THE MUSICAL presented by First Stage
Multiple dates starting Nov 24, 2023 'Twas The Night Before.....By Cirque Du Soleil
Multiple dates starting Nov 28, 2023 A Christmas Carol - Milwaukee Repertory Theater
Nov 28, 2023 Nutcracker! Magical of Christmas Ballet
Dec 2-3, 2023 Bluey's Big Play
Dec 7, 2023 The New Standards Holiday Show
Multiple dates starting Dec 7, 2023 8TH Annual Black Nativity By Langston Hughes at The Wilson Theater
Dec 8 - 10, 2023 The Little Matchstick Girl Ballet
Multiple dates starting Dec 8, 2023 Milwaukee Ballet presents The Nutcracker
Dec 28, 2023 A Live Conversation With Chevy Chase (Following a screening of National Lampoon's Christmas Vacation)

 

Holiday Concerts

Dec 8, 2023 Top Of The World - A Carpenters Christmas Show!
Dec 8, 2023 Deck the Hall Ball
Multiple dates starting Dec 8, 2023 Christmas in the Basilica 2023
Multiple dates starting Dec 8, 2023 Handel’s Messiah 2023 - Milwaukee Symphony Orchestra
Dec 14, 2023 CELA Christmas Concert 2023
Dec 14, 2023 Holiday Pops 2023 - Milwaukee Symphony Orchestra
Dec 17, 2023 Mannheim Steamroller Christmas
Dec 23, 2023 The Commercialists play the music of the Vince Guaraldi Trio’s “A Charlie Brown Christmas"
Multiple dates starting Nov 24, 2023 Elf in Concert - Milwaukee Symphony Orchestra
Dec 27, 2023 Trans-Siberian Orchestra The Ghosts Of Christmas Eve

 

Holiday Races

Nov 11, 2023 Candy Cane 5K Run/Walk & NEW - Kid's Jingle Bell Dash
Nov 24, 2023 Oh What Fun it is to Run 5K
Multiple dates starting Dec 1, 2023 (Virtual) Santa Hustle 2023 VIRTUAL

Hanukkah

Nov 28, 2023 Hanukkah Latke Platter Making
Multiple dates starting Dec 2, 2023 Home for the Holidays at Old World Wisconsin

Kwanzaa

Dec 3, 2023 Preparing for Kwanzaa
Dec 17, 2023 A Cup of Culture: Pre-Kwanzaa Tea

Shopping & Craft Fairs

Nov 10 & 11, 2023 West Vliet Street Holiday Happenings
Nov 11, 2023 Holiday Craft Fair at Wilson Commons
Nov 11, 2023 St. Bernadette Holiday Craft Fair
Nov 12, 2023 2023 Holiday Arts and Crafts Fair
Nov 4, 2023 Holiday Market at Story Hill FireHouse
Nov 18, 2023 Celtic Christmas Boutique 2023
Nov 19, 2023 Cream City Creatives Holiday Market
Multiple dates starting Nov 22, 2023 German Christmas Market of Oconomowoc 2023
Multiple dates starting Nov 25, 2023 Shop Small | Downtown Hartland
Dec 1, 2, 2023 2023 Christkindlmarkt at West Allis Farmers Market
Dec 2, 2023 Annual Wintermarkt at German Immersion Foundation
Dec 3, 2023 FBBG Holiday Gift Fair
Dec 9 & 10, 2023 Saint Kate's Holiday Marketplace
Dec 10, 2023 City of Greenfield Holiday Makers Market

 

New Year's Eve

Dec 31, 2023 New Year's Eve at Mason Street Grill - The Pfister Hotel

 

Christmas Tree Experience

Open for 2023 season  Schuett Farms
Multiple dates starting Nov 24, 2023 Buffalo Bill's Christmas Trees
Multiple dates starting Nov 24, 2023 Cozy Nook Farm
Multiple dates starting Nov 24, 2023 Evergreen Acres Christmas Tree Farm
Multiple dates starting Nov 25, 2023 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

  

Miscellaneous

Nov 17-19, 2023 Holiday Folk Fair International
Multiple dates starting Nov 17, 2023 Christmas at the Pabst Mansion
Multiple dates starting Nov 17, 2023 Jingle Bus Tours
Multiple dates starting Nov 24, 2023 Letters to Santa - The Pfister Hotel
Multiple dates starting Nov 24, 2023 Twilight Tours at Pabst Mansion
Multiple dates starting Nov 26, 2023 Country Christmas Wagon Rides - The Ingleside Hotel
Dec 1-2, 2023 Yule Log Dinner & Hunt
Dec 2, 2023 Allis in Winterland
Multiple dates starting Dec 8, 2023 Winter Picnic in a Snow Globe at Racine Zoo
Dec 25, 2023 A Mason Street Grill Christmas - The Pfister Hotel 
Dec 25, 2023 Christmas Celebration Brunch

 


Below are items that have been posted to our calendar. 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 postClick here for instructions about how to add your organization to our list and easily post your events to our calendar!


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