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

10 Best Places to Meet Santa Around Milwaukee (2023)

November 26, 2023mkewithkidsHoliday Cheer

Santa Claus has landed safely in Milwaukee! We’re keeping track of all the best stops he’s making around Southeastern Wisconsin. Here’s a running list of the places you can meet Santa this year: 1. Cocoa with the Clauses (Free!) Sat, December 9, 2023 | 11am to 2pm Cathedral Square Parkmilwaukeeholidaylights.com Santa and Mrs. Claus return for this annual...

Nov

10 Magical Santa’s Mailboxes Around Milwaukee (2023)

November 7, 2023mkewithkidsHoliday Cheer

Santa Claus is placing his bright red mailboxes all over the Milwaukee area for your children’s letters and wish lists. Make your list, and check it twice! Then spread holiday cheer by bringing it to one of these mailboxes: 1. Cathedral Square Park Santa’s Mailbox presented by Educators Credit Union and Serving Older Adults520 E....

Nov

7 Christmas Tree Farms to ‘Pick’ From Around Milwaukee (2023)

November 6, 2023mkewithkidsHoliday Cheer

All of these Christmas Tree Farms around Milwaukee are family-owned and open for business in 2023. Find one near you! 1. Trees for Less in Mequon 11550 N. Wausakee Rd., Mequon, WI 53097 Website Trees for Less is a full-service Christmas Tree farm with beautiful fresh cut Christmas trees, wreaths, porch pots and gnomes. Plus,...

Nov

Downtown Milwaukee Sparkles with New ‘Ornament Trail’ (2023)

November 6, 2023bigscootsHoliday Cheer

Milwaukee Downtown, BID #21 is celebrating this year’s 25th anniversary of the Milwaukee Holiday Lights Festival, presented by Johnson Financial Group, with a new attraction along Wisconsin Avenue and Water Street. All season long, residents and visitors will have the opportunity to explore a brand-new collection of 15 larger-than-life, hand-painted ornaments as part of the...

The Corners of Brookfield Christmas Tree Lighting

Nov

10 Dazzling Christmas Tree Lightings Around Milwaukee (2023)

November 5, 2023mkewithkidsHoliday Cheer

Milwaukee is lit. Literally. We found Tree Lightings happening all over the city to dazzle you and your family. They are listed in chronological order and by month, for maximum busy-parent convenience. November Tree Lightings 1. 109th Annual City Christmas Tree Lighting November 17th from 5:00-7:00 pm. in the “Cheer District” The tree will be...

Nov

5 Live Holiday Shows Your Kids Will Love (2023)

November 5, 2023mkewithkidsFamily Fun Hub, Holiday Cheer

If you love the holiday season, and you love live theater, let this list be your go-to guide. Milwaukee is home to a very merry handful of live holiday shows that are family-friendly this season, and we’ve got the lowdown for you below: 1. The Best Christmas Pageant Ever November 24 – December 24, 2023Presented...

Nov

Your 2023 Holiday Fun Guide: Lights Displays, Magical Experiences, and More

November 5, 2023mkewithkidsFamily Fun Hub, Holiday Cheer

The holidays are officially here, and it’s time to put the “most” in the most wonderful time of the year. Find the best holiday lights, the most magical experiences, the cutest Santa’s mailboxes, and more. Consider this your holiday headquarters, Milwaukee! New This Year Milwaukee Downtown, BID #21 is celebrating this year’s 25th anniversary of the...

Nov

25 Best Christmas Movies For Kids Rated G (2024)

November 4, 2023Calie HerbstHoliday Cheer

As a parent, finding Christmas movies that are both entertaining and appropriate for young children can be a real challenge. Despite the festive themes and colorful decorations, many holiday movies include content that is too mature or inappropriate for really little kids. (I’m looking at you, Christmas Vacation & Home Alone!) I’ve personally experienced the...

Nov

10 Must-See Holiday Lights in Downtown Milwaukee (2023)

November 2, 2023Calie HerbstFamily Fun Hub, Holiday Cheer

The Milwaukee Holiday Lights Festival kicks off November 16th, 2023 and will run through January 1, 2024. For 25 seasons, the Milwaukee Holiday Lights Festival has made spirits bright with its animated sculptures, interactive displays and twinkling street décor throughout downtown. Coordinated by Milwaukee Downtown, BID #21, the Milwaukee Holiday Lights Festival is a Midwest tradition....

Nov

Best Milwaukee Christmas Markets for Families: 2024 Guide

November 1, 2023Calie HerbstHoliday Cheer

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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