
The holiday season is in full swing, and there are tons of ways to get into a festive spirit! Here are our top picks for the weekend:
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FEATURED: Santa’s Christmas Cavalcade

- Santa’s Christmas Cavalcade (December 6 and 12, 2025, 5:15-7:45 PM): See Santa and Mrs. Claus on this festive route riding atop a vintage fire truck. Route departs from the Milwaukee Public Market’s Water Street entrance and travels throughout Downtown. Get the Full Route >>
THERE’S MORE! Other parades and tree lightings are happening in South Milwaukee, West Allis, and Waukesha. Plus, Jingle Bus tours begin downtown. You’ll find all this and more in our Events Calendar!
NEW THIS YEAR!

- Friday Night Holiday Lights at the Villa (December 5 and 12, 2025, 4-8 PM): Stroll through the Villa’s beautifully decorated gardens, aglow with twinkling lights and festive charm. Enjoy a cozy cup of hot chocolate as you take in the sights and sounds of the holidays in this enchanting evening setting. Full Details >>
- The Snowyard at Betty Brinn Children’s Museum (Early December through Mid-February): In this wintery wonderland, simple, everyday cardboard turns into something extraordinary—powered by imagination! This pop-up exhibit features a mountainside sock skating rink, snowman stacking, snow fort building and seasonal Be A Maker activities like a 3-D polar bear and a unique snowflake with yarn. Full Details >>
LIVE SHOWS

- Milwaukee Ballet’s The Nutcracker: Drosselmeyer’s Imaginarium (OPENING WEEKEND!) (December 6-26, 2025): After two whimsical years of record-setting audience attendance and universal critical acclaim, journey into the Imaginarium to experience the wonders of the holidays once again. Full Details >>
- Resounding Joy: Christmas at the Basilica of St. Josaphat (December 5-7, 2025): This hour-long choral concert features classic carols and songs of the season performed by the Bel Canto Chorus. Full Details >>
- Harry Potter and the Sorcerer’s Stone in Concert at the Riverside Theater (December 5-7): This concert presents the first movie of the unforgettable Harry Potter series while a live orchestra performs John Williams’ enchanting score. Full Details >>
- The Flamenco Nutcracker at South Milwaukee PAC (December 6, 3 PM and 7 PM): This family-friendly Nutcracker with a twist is not to be missed. This year’s production will feature an extraordinary lineup of local, national, even Grammy award winning international stars. Full Details >>
FREE HOLIDAY FUN

- Christmas in the Ward (December 5, 2025, 5:30-8:30 PM): This family-friendly event features a tree lighting ceremony, fireworks over the river, a visit from Santa and his reindeer, live entertainment, festive food and drinks, and much more. Full Details >>
- Santa Rampage Bike Ride (December 6, 2025, 9:30 AM): Thousands of Santas, reindeer, and elves hit the streets for this festive, slow-rolling bike parade. Families are invited to join the Elf Cycle Frenzy — a 3.5-mile, kid-friendly ride that ends with hot cocoa, snacks, and holiday activities. Full Details >>
- Holidays on the Hop (December 7, 14 and 21, 2025, 4-6 PM): Hop aboard Milwaukee’s free streetcar for live holiday music and and free cookies for riders. Full Details >>
- Allis in Winterland (December 6, 2025, 3-4 PM): Each year, the City Hall Art Gallery is transformed into a cinematic family-friendly event complete with decorations, activities, and more! This year’s movie and theme will be Polar Express. Full Details >>
- MATC Parade of Gingerbread Houses at Milwaukee Public Market (December 5-14, 2025): Culinary students from Milwaukee Area Technical College (MATC) present a dazzling display of intricate and imaginative gingerbread houses. Full Details >>
- Very Merry Milwaukee at Milwaukee County Historical Society (December 7, 2025, 10 AM-1 PM): Enjoy photos with Santa, live music, a holiday winter train layout, seasonal art projects, tasty treats, and new exhibits showcasing local and global winter holiday traditions. Full Details >>
UP FOR A DRIVE?

- World’s Tallest Glass Tree Festival – Williams Bay (December 5-7, 12-14, 2025): Witness the building of the World’s Tallest Glass Tree, live glassblowing, steel sculpting and woodworking alongside a Winter Market. All tickets include access to Yerkes Observatory. Full Details >>
- Holly Jolly Jubilee & Gingerbread Village at Apple Holler (December 6-7, 13-14, 20-21, 2025): This fun, family-friendly experience celebrates everything to love about the holidays — complete with a special visit from Santa himself! Full Details >>
Kids’ Disco on 88.9 FM Radio Milwaukee
Celebrate the start of the weekend and the end of the wiggles with Dori Zori and Kids’ Disco on 88.9 FM Radio Milwaukee (Saturdays, 9-10 a.m.)! Enjoy an hour long non-stop mix of music for the whole family to enjoy.
Ready for More Family Fun?
Milwaukee is packed with even more exciting activities and hidden gems for you to explore with your family this season. Whether you’re looking for spontaneous outings or planning ahead, we’ve got you covered!
📅 Explore Our Events Calendar
From seasonal celebrations to ongoing attractions, our Events Calendar is your go-to guide for family-friendly happenings in and around Milwaukee. Discover new experiences every day, tailored just for you.
☀️ Fall Fun
Check out our Milwaukee Fall Fun Guide to uncover the best apple orchards, pumpkin patches, corn mazes, and more!
🎡 Don’t Miss Our Top Picks!
Looking for more must-visit spots? Dive into our guides on:
- Milwaukee’s Best Playgrounds – Discover the most fun and unique play areas for kids of all ages.
- Kid-Friendly Restaurants – Enjoy a meal where the whole family is welcome.
- Indoor Playgrounds – Perfect for those rainy or chilly days.
- Top Museums for Kids – Unleash your child’s curiosity with engaging exhibits.
- Free & Affordable Activities – Have a blast without breaking the bank.
📬 Join Our Community!
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