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.

Nov

‘Holidays on The Hop’ Brings Live Music & Cookies to Milwaukee’s Streetcar (2024)

November 21, 2024Calie HerbstFamily Fun Hub, Holiday Cheer

“Holidays on The Hop” is back this year on Milwaukee’s downtown streetcar, happening Sunday, December 8th and Sunday, December 15th, 2024. Back for a fifth season, it features a new live music series on board the streetcars, holiday cookies, decorated streetcar stations, and giveaways. ‘Holidays on The Hop’ is highlighted by a music series featuring...

Nov

Where to Find Black Santa Experiences in Milwaukee (2024)

November 18, 2024Calie HerbstHoliday Cheer

The holiday season is a time for joy, celebration, and creating cherished memories—and representation matters. For families seeking to celebrate with a Black Santa, Milwaukee offers several wonderful opportunities to connect with Santas who reflect the diversity of the community. From in-person appearances to virtual visits, these events bring holiday magic to children and families...

Nov

5 Festively Decorated Restaurants Around Milwaukee in 2024

November 14, 2024Calie HerbstHoliday Cheer

The holiday season in Milwaukee brings festive magic to restaurants and eateries all around the city. From cozy, heated huts to meet-and-greets with Santa, these four unique destinations offer unforgettable experiences where families can enjoy seasonal decor, delicious food, and a warm holiday atmosphere. Santa Chalets at Natty Oaks in West Allis These holiday-themed spots...

Nov

Your 2024 Holiday Fun Guide: Light Displays, Magical Experiences, and More

November 13, 2024mkewithkidsHoliday Cheer

The holiday season is here, and Milwaukee is brimming with festive activities for the whole family! From sparkling light displays and charming Christmas markets to meet-and-greets with Santa and magical winter events, there’s something special happening around every corner. Consider this guide your go-to resource for making holiday memories—whether you’re looking for classic holiday traditions,...

Nov

5 Holiday Events at The Domes: Late Nights, Santa, and More!

November 12, 2024Calie HerbstHoliday Cheer

The holidays are a magical time to visit The Domes (524 S Layton Blvd, Milwaukee, WI 53215), where the warm, indoor gardens transform into festive wonderlands for families to discover together. From dazzling decorations and late night explorations to special events with Santa, there’s something to delight every visitor, young and old. For more holiday...

Nov

Top Sleigh Rides Near Milwaukee 2024: Festive Winter Adventures for Families

November 11, 2024Calie HerbstHoliday Cheer

Looking for a cozy winter adventure? Just a short drive from Milwaukee, you’ll find enchanting sleigh rides that are perfect for soaking up the holiday spirit. Picture snow-covered trails, twinkling lights, and the gentle jingle of sleigh bells as you’re pulled through scenic woodlands and festive farms. Bundle up, bring your loved ones, and get...

Nov

10 Best Places to Meet Santa Around Milwaukee (2024)

November 10, 2024mkewithkidsHoliday Cheer

Santa Claus is making his rounds in Milwaukee, bringing holiday cheer to kids and families across Southeastern Wisconsin! We’ve got the inside scoop on the best spots to meet Santa this season, whether you’re looking for a cozy fireside chat or a photo op with the big man in red. Keep reading for a list...

Nov

SnowGlobe Holiday Festival Returns to Milwaukee’s Ballpark Commons

November 8, 2024Calie HerbstHoliday Cheer

The holidays are around the corner, and for Milwaukee families, the SnowGlobe Holiday Festival, powered by Enchant, offers a magical way to celebrate. This beloved holiday event will take over Ballpark Commons from November 22 to December 30, 2024, inviting guests of all ages to immerse themselves in a winter wonderland filled with twinkling lights, enchanting...

Nov

10 Magical Holiday Experiences Your Kid Will Love (2024)

November 8, 2024Calie HerbstHoliday Cheer

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,...

Nov

10 Magical Santa’s Mailboxes Around Milwaukee (2024)

November 7, 2024mkewithkidsHoliday Cheer

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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