Holiday Cheer in Milwaukee: Best Festive Events & Family Fun

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.

Dec

Apple Holler Introduces New ‘Holly Jolly Holiday Spectacular’ for Families

December 10, 2024Calie HerbstHoliday Cheer

Apple Holler, a family farm and entertainment destination in Sturtevant, WI, has launched a new holiday-themed event for families: the Holly Jolly Holiday Spectacular. This interactive program includes a train ride, musical show, and various seasonal activities, running on Saturdays and Sundays until Christmas begins. What the Event Includes The experience starts at the Holiday Train...

Dec

5 Sweetest Gingerbread Displays for Families Around Milwaukee

December 10, 2024Calie HerbstHoliday Cheer

Milwaukee is bursting with holiday cheer, and these gingerbread displays are a sweet way to celebrate. The Milwaukee Public Market hosts the area’s most popular gingerbread house contest each year. Here are five must-see gingerbread displays and activities near Milwaukee that promise to spark your kids’ imaginations and bring festive cheer: 1. MATC Parade of Gingerbread...

LED Dancers at Chanukah Festival and Gelt Drop The Yard at Bayshore Whitefish Bay Wisconsin

Dec

5 Festive Chanukah Events Happening Around Milwaukee (2024)

December 9, 2024Calie HerbstHoliday Cheer

Chanukah is just around the corner, and there are some truly amazing events lined up this year. We’ve got the scoop on the top 5 you won’t want to miss. So grab your calendars and let’s dive in! Hanukkah on the Hoan When: December 25-31, 2024 Celebrate the Festival of Lights with the Daniel M....

Dec

Milwaukee’s 10 Most Instagram-Worthy Holiday Photo Spots

December 6, 2024Calie HerbstFamily Fun Hub, Holiday Cheer

Milwaukee is bursting with festive locations perfect for capturing holiday memories. Whether you’re looking for twinkling lights, unique decorations, or cozy winter scenes, these Instagram-worthy spots are sure to delight. 1. “Santa’s Celebration Square Powered by We Energies” at Zeidler Union Square 301 W Michigan St, Milwaukee, WI 53203 Snap a photo of Santa’s electric...

Dec

Where to See Reindeer in Milwaukee This December (2024)

December 4, 2024Calie HerbstHoliday Cheer

The holiday season is the perfect time to experience the magic of live reindeer with your family! Milwaukee and surrounding areas offer several opportunities to see these enchanting animals up close. From festive tree lighting ceremonies to special holiday events, here’s your guide to where you can spot reindeer this December: 1. Milwaukee Christmas Tree...

Dec

5 Family-Friendly New Year’s Eve Events in Milwaukee (2025)

December 4, 2024Calie HerbstHoliday Cheer

Happy new year, Milwaukee! You may not be celebrating New Year’s Eve like you used to, but there are plenty of ways to ring in the new year with little kids. If you’re hunting for fun, family-friendly ways to celebrate New Year’s Eve without keeping the kids up past bedtime, you’re in luck! Milwaukee has...

Dec

Christmas in the Ward 2024: A Family Guide to Holiday Fun in Milwaukee’s Third Ward

December 2, 2024Calie HerbstHoliday Cheer

The holiday season is coming to Milwaukee’s Historic Third Ward with Christmas in the Ward—a beloved event that captures the festive spirit in the heart of the city. On Friday, December 6, Catalano Square will be filled with holiday magic, from twinkling lights and live music to Santa visits and cozy treats. Here’s your family-friendly...

Dec

5 Best Places to See Holiday Trains Around Milwaukee (2024)

December 1, 2024Calie HerbstHoliday Cheer

The holidays are here, and there’s something undeniably magical about holiday trains. Whether it’s a brightly lit locomotive rolling into town or a miniature model train weaving through a festive display, trains are a timeless symbol of holiday cheer. From live performances on real trains to intricate toy train displays, here’s your guide to the...

Nov

The Miller Valley Holiday Lites Are Back: What Families Need to Know

November 27, 2024Calie HerbstHoliday Cheer

One of Milwaukee’s beloved holiday traditions, the Miller Valley Holiday Lites, is returning this winter. This drive-thru display offers families a magical way to soak in the festive spirit without leaving the warmth of their car. Here’s everything you need to know to plan your visit: Dates and Times The Holiday Lites will brighten the Miller...

Nov

10 Best Christmas Tree Farms to ‘Pick’ From Around Milwaukee (2024)

November 25, 2024mkewithkidsHoliday Cheer

Looking for the perfect Christmas tree near Milwaukee? These family-owned Christmas tree farms in the Milwaukee area are open for business in 2024, offering fresh-cut and choose-and-cut options, festive activities, and holiday cheer for the whole family. Find a tree farm near you and make lasting holiday memories! For even more festive activities this season,...

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