Milwaukee Winter Break Activity Ideas


winter break ideas

Milwaukee Winter Break is something we all can look forward to at the end of the year! The hustle of the holiday is over, the gifts are unwrapped, the house is a disaster and the leftovers are running out…..but the kids will be home from school for so. many. more. days. What’s a burned out parent to do? Luckily, we’ve got lots of options to keep our families entertained and having fun over Milwaukee Winter Break in the greater Milwaukee area!

The team at Milwaukee Mom is working hard to remain your go-to spot for parenting resources in the Greater Milwaukee Area. While we will do our best to be as up-to-date as possible, please be aware that we are still dealing with changes related to the COVID-19 Pandemic. Please consult your local public health authority for social distancing recommendations and call ahead to confirm the hours and offerings of any business or organization listed. 

Milwaukee Winter Break Activity Ideas

1. Go to the Movies

Yes, believe it or not, you CAN go to the movies right now! Silverspot Cinema at The Corners of Brookfield now offers private movie screenings for $99 so families or small groups can get back into the movie theater, but in a safe environment. Families and friends can watch their favorite films on the big screen, while enjoying full-service dining and cocktails safely, spread out across an entire theater to ensure ample social distancing.

You have the option of logging into a streaming service of your choice to stream a favorite film from there, OR you can reserve a private theater to catch one of the new movies (YES….NEW MOVIES!!) coming out this holiday season, like Wonder Woman 1984!

Learn more about private screenings at Silverspot Cinema HERE. 

If you’ve been missing a visit to the movie theater this year, this is the perfect way to get back there over Winter Break…..safely! 

Image Credit: GLOMADO LLC

2. Reserve an Interactive Workshop from Play in the Cloud at Betty Brinn Children’s Museum

The Betty Brinn Children’s Museum just launched its brand-new platform for online education — Play in the Cloud powered by GLOMADO. Families, students and educators seeking creative and cultural enrichment opportunities can visit the platform and register for a hands-on workshop led in real-time by a Museum educator or a GLOMADO instructor from across the globe.

Keep your kids engaged with a Play in the Cloud Workshops powered by GLOMADO! Book one or our creative workshops now, and they can look forward to receiving a kit of supplies and live instruction from a Museum educator or an artisan from around the world! Let them create something amazing during school break.

Play in the Cloud workshops consist of hands-on arts, crafts and maker activities, including designing a robot, jewelry making, creating a journal, cooking and folklore crafts. Workshops are taught live by Museum educators and GLOMADO global instructors who represent more than 50 countries. All workshops are limited to six participants or less and many come with GLOkits, which contain the main workshop supplies, delivered right to the learner’s door.

Learn More and Browse the Workshop Options HERE! 

3. Take Swim Lessons!

Even though the weather may not be exactly frightful, Winter Break is the perfect time to brush up on those swimming skills. Check out our Guide to Swim Lessons in the Milwaukee Area to learn more about what area swim instructors are doing to keep kids swimming safely. We are particularly impressed by the safety measures being taken at Goldfish Swim School in Brookfield where the cleaning and sanitation protocols are top notch, instructors wear face masks in the pool, and lessons are happening as safely as possible! 

4. Go Skiing, Sledding, or Tubing!

With or without snow on the ground, winter in Wisconsin is here and when the temperatures drop, it can get a little tougher to find ways to stay active outdoors. Obviously, the old fashioned snowball fight is always a solid choice, but we are also lucky to have several ski resorts and ski hills within a reasonable driving distance of Milwaukee!

Skiing and tubing are an awesome way to get outdoors over Winter Break in a way that is easy to keep a safe distance from others and be just about as COVID-friendly as possible. Want to stay close to home and bust out the family sled? Here’s some of our favorite local sledding hills!

Learn more about local ski resorts and ski hills HERE! 

5. Try Some Winter Outdoor Dining!

Eat outside… the winter… Wisconsin?! Yup, we Midwesterners are made of hearty stuff and this year more than ever, restaurants are getting creative to provide welcoming experiences for diners to enjoy outside, even in the winter! Check out all the options available from the Lowlands Group (Hollander, Bavaria, Central, etc.) that range from sipping cocoa after shopping at The Corners of Brookfield to dining in a dome under the stars downtown. There are lots of ways to enjoy your winter dining experience!

Learn More about Winter Dining Options HERE!

6. Take a Hot Cocoa Holiday Light Tour!

Arguably the best time to take a drive to tour holiday lights with hot cocoa in hand is after the holiday bustle is over and you’re trying to hold onto the magic just a little longer! Grab some hot cocoa bombs from a local maker (we’ve got a list of 15 places to get ’em right here!) and crank up the holiday music and check out the many options for viewing holiday lights around the area!

A fun stop to get up close and personal with holiday lights is The Corners of Brookfield! They have a ginormous hot cocoa mug of lights that even smells like chocolate! 

milwaukee winter break

7. Learn Something New!

Even with some of of our amazing local museums and libraries closed to in-person visits, there are a bunch of virtual options that would be perfect for kids of a wide range of ages over Winter Break. Here’s just a few ideas!

  • Milwaukee Public Museum – Explore the virtual programming at the Milwaukee Public Museum! The theme for December is Traditions. For many, December is a month to reflect on the passing of time, looking forward to the year ahead, and new beginnings. Many cultures acknowledge this through various traditions — some shared within a community, while some are held closely within families. Virtually explore the featured exhibits, Streets of Old Milwaukee and European Village, and learn about diverse traditions around the world. There is a craft component, a diorama challenge, and even programming about the Christmas pickle! Adults, you haven’t been forgotten. There is a live virtual tour of the current night sky with Daniel M. Soref Planetarium Director Bob Bonadurer just for you! LEARN MORE HERE.
  • Milwaukee Public Library – Virtual story times continue at the Milwaukee Public Library, some conducted in languages like Hmong and Spanish. You can find the schedule HERE. A Pajama Story Time on December 28th would be the perfect cozy Winter Break activity. Grown-ups, start to work your way through the Race and Social Equity Reading List and refer to the resources provided by the library for talking to kids of all ages about these issues. Utilize Library Now to connect you to all the digital resources the Milwaukee Public Library has to offer – 24/7, right at your fingertips, wherever you are. This includes options like online math games, digital books, language challenges, history and geography lessons, and much more!
  • Milwaukee Art Museum – The Kohl’s Family Art Days are always a highlight of a visit to the Milwaukee Art Museum and this experience is now available in a virtual format. Make a collage, create a storybook, make a winter treat, compose a song, tour an art exhibit, and more….all from the safety and comfort of your home!

We hope these ideas will help you fill your Milwaukee Winter Break with all sorts of family fun!


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