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Holiday Cheer

Celebrate the most magical time of year in Milwaukee with our comprehensive guide to holiday events and activities. Discover where to see the best holiday lights, meet Santa, enjoy festive shows, and create unforgettable family memories throughout the season.

08
Nov

10 Magical Holiday Experiences Your Kid Will Love (2024)

November 8, 2024
Get ready, Milwaukee—this holiday season is packed with unforgettable magic for kids and families! From awe-inspiring light displays to charming train rides and holiday festivals, we’ve rounded up the top festive experiences that will make spirits bright. Whether it’s exploring dazzling wonderlands, taking a cozy cruise with Santa, or watching The Nutcracker come to life,...
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07
Nov

10 Magical Santa’s Mailboxes Around Milwaukee (2024)

November 7, 2024
Santa Claus is making it easy for Milwaukee kids to send their holiday wishes straight to the North Pole! One of Santa’s Mailboxes is in Cathedral Square Park in downtown Milwaukee. This season, you’ll find his bright red mailboxes popping up all around the city, ready to collect letters and wish lists. Gather your little...
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05
Nov

10 Magical Christmas Parades Around Milwaukee (2024)

November 5, 2024,
The holiday season is just around the corner, and for those in and around Milwaukee, it’s time to mark your calendars for the city’s enchanting Christmas parades and festivities. These events are more than just parades; they are a celebration of community spirit, family fun, and holiday cheer. Let’s explore some of the most exciting...
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04
Nov

Griswold Family Christmas Trees Opens at Ope! Brewing in West Allis

November 4, 2024
A brand-new Christmas tree lot is opening up at Ope! Brewing in West Allis, adding a unique twist to your holiday traditions. Griswold Family Christmas Tree Company is offering fresh, locally-grown trees, holiday markets with local vendors, and more. When and Where to Find Them Starting Black Friday and running through December 23rd, the Griswold Family Christmas Tree Company will...
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04
Nov

What’s New at Country Christmas in 2024: Bearville, Bikes, and More

November 4, 2024
The holidays are nearly here, and Country Christmas in Waukesha County is back with new experiences and expanded events, ready to brighten your season. Here’s what’s waiting for you on the trails, in the Christmas Village, and throughout this festive holiday tradition. Looking for even more festive fun? Check out our Holiday Lights Display Guide for the best light shows...
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Cocoa With the Clauses Cathedral Square Park Milwaukee Wisconsin
04
Nov

Milwaukee’s Top Free Family Holiday Events in 2024: Lights, Music, and More!

November 4, 2024
For holiday festivities that are easy on the wallet, we’ve got the ultimate list of Milwaukee’s best free holiday events for families. Whether you’re looking to experience dazzling light displays, festive parades, or cozy moments with Santa, Milwaukee has a lineup of family-friendly activities to fill your calendar with seasonal joy. From the iconic Downtown...
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04
Nov

Lake Geneva Santa Cruise Offers Festive Holiday Boat Rides for Families

November 4, 2024
This holiday season, Lake Geneva Cruise Line is inviting families to enjoy the magic of its annual Santa Cruise, a light-filled boat ride to Santa’s secret lakeside hideaway. Running for the 7th year, this seasonal attraction begins the day after Thanksgiving and continues through December 29. With an “All Aboard” theme, guests can expect plenty...
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02
Nov

10 Family-Friendly Holiday Shows in Milwaukee (2024)

November 2, 2024,
This holiday season, Milwaukee’s stages come alive with festive family-friendly shows that promise to fill your heart with joy and magic! From dazzling acrobatic performances to timeless holiday classics, there’s something for everyone to enjoy. Here’s your ultimate guide to the best holiday shows in Milwaukee for 2024. Looking for more family-friendly holiday events? Don’t miss...
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01
Nov

Best Milwaukee Christmas Markets for Families: 2024 Guide

November 1, 2024
Milwaukee’s Christmas Markets fill the air with the rich aroma of hot pretzels, grilled sausages, and cinnamon-roasted nuts. The sounds of polka music and festive chatter echo through the lively stalls, while twinkling lights and handcrafted treasures catch your eye at every turn. These family-friendly holiday markets create an immersive experience, bringing the warmth and wonder of the holiday season to...
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01
Nov

10 Breakfast With Santa Events Happening This Year (2024)

November 1, 2024
Looking for a magical way to celebrate the season with your loved ones? Discover the joy of breakfast with Santa in Milwaukee! This cherished holiday experience offers families a chance to enjoy delicious meals, festive activities, and cherished moments with Santa Claus himself. Explore the options, make your reservations, and create holiday memories that will...
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