Children's Activities

Winter Break Bucket List

Head of Marketing

10 Winter Break Bucket List Items to Keep the Family Busy

Winter break is fast approaching—do you know how you’ll spend those long, cold days together as a family? That’s right, it’s time to put together your winter break bucket list—a plan for how you’ll keep the kids happy, engaged and productive during their time off school. Not sure where to start? We’ve got some great ideas for you on our list. So gather some inspiration here, then make your own list that works for your family. Happy Holidays!

Clean out the toy room

Things can get a little dicey in the toy room throughout the year. Those trips to Target when the kids insist on “just one tiny thing” can really add up! So by the time Christmas rolls around, it’s probably time for a purge. Enlist the kids’ help and give it a charitable spin by rounding up a bag of items to donate to a local charity. Doing so will help your kids to understand that giving is just as important as receiving. And you’ll free up some space for all those new toys coming in.

Join a gym together (or preview a few)

As the new year rolls around, it’s a great time to encourage the kids to commit to their health (and yours too, of course!). Consider joining a local gym together so the whole family can meet their fitness goals at one time. Maybe the kids can join a kids swim club while you hit the treadmill and your partner takes a fitness class. Or perhaps your little one could join you in a yoga class. And if you don’t want to commit for a whole year, lots of gyms offer a free, one-time session that’ll allow you to try before you buy.

Do a winter activity together

Don’t dread the downtime during the cold months! Instead, hit the slopes or the ice rink as a family. Whether you choose ice skating, ice hockey, skiing, or snowboarding, winter sports are great fun and an excellent way to get everyone off the couch when the temperature drops.

See a movie or show

Whether it’s a top-rated Broadway show, a fanciful production of The Nutcracker, or simply that new movie that’s just hit the theaters, hitting the town to catch a show together is a great thing to add to your winter break bucket list. We can’t think of a better way to make memories with the family before heading back to work and school.

Estate planning

You probably don’t want to think about it right now, but tax season is fast approaching. It’s a great time to get your entire financial house in order, and that includes estate planning. So if you don’t already have one, why not create a “What If” plan for your family? Kids Estate Planning is one service that can help.

Volunteer together

Don’t forget to add volunteering to your winter break bucket list! There are tons of volunteer opportunities during the holiday season. Some of our favorites? Wrapping gifts for charity organizations, collecting boxes of goodies for Operation Christmas Child, and donating gently used toys to children’s charity organizations.

winter break bucket list - mini road trip

Take a short trip

Sure, you can take a family vacation during the summer when the kids are off, but who wants to do that when it’s super hot outside? Winter break is a great opportunity to try out destinations that aren’t conducive to summertime traveling. We love the idea of Disneyland in the wintertime, or you could head to Vermont or Colorado for some fantastic skiing and hot chocolate.

Have family game night

Or, opt for some low-budget fun when you organize a family game night. There are so many fun new games out there that everyone can enjoy, like Watch Ya Mouth, Yeti in my Spaghetti, Settlers of Catan, and Pictionary Air. There’s truly something for everyone! So toss some popcorn in the microwave, whip up some hot chocolate and get ready for some old-time fun when you make family game night part of your winter break bucket list.

winter break bucket list - make christmas cookies

Make Christmas cookies

Who doesn’t love cookies? Whether you enjoy them as a family or give them as small gifts, making cookies and other festive treats together is a memory they’ll treasure into adulthood. All it takes is a few dollars to purchase cookie cutters and decorations, and you’re on your way to a fun winter break bucket list activity!

Read by the fire (or Christmas tree!)

Did you know that it’s a tradition in Iceland for families to gift each other books on Christmas Eve, then spend the entire evening reading around the fire? Yes, PLEASE! Cop this tradition with your family for an enjoyable evening you’ll never forget.

Opear connects you with the best sitters at the moment you need them most.