Family Hotels & Resorts in Winter

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Best Winter Family Hotels

Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

What's Winter like for family-friendly holidays?
The destination of Winter is a great choice if you’ve been thinking about a holiday with your children. There are some entertaining activities that you and the family might enjoy.
What's the best accommodation option for a family holiday to Winter?
“Upscale Accommodations” with an “Up North” location! is a resort with in-room kitchens and free WiFi, and it’s a top choice on Expedia for families. Other options for your child-friendly holiday include Historic prohibition Lodge next to golf course with private beach and “Upscale Accommodations” with an “Up North” location!.
When's the best time to book a family-friendly holiday in Winter?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -8°C. The snowiest months in Winter are April, March, January and February, with each month seeing an average of 26 cm of snowfall.
What's there to see and do with your family in Winter?
While you are visiting Winter, you may want to round up the youngsters and make time to see interesting attractions such as Chequamegon National Forest and Winter Public Library. Make sure that you have lots of time for activities such as Lake Winter and Ojibwa State Park.