Search Resorts in Winter

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 3 Resorts in Winter with updated reviews, rates, and availability.

"Upscale Accommodations" with an "Up North" location!

10.0 out of 10, Exceptional, (15)
"Property was clean & hosts were super friendly! Communicated and throughout the stay as needed. No complaints!"
"Upscale Accommodations" with an "Up North" location!

"Upscale Accommodations" with an "Up North" location!

10.0 out of 10, Exceptional, (14)
"The condo was great with lots of cute details. With our stay we also had access to the lake (with slide, raft, etc.), pontoon boat (you can rent), kayaks, firewood (with wood you can buy onsite). Compared to other rentals we looked at on the lake this was reasonably priced with access to lots of fun things to do, and a great location! We're already planning to come back with friends."
"Upscale Accommodations" with an "Up North" location!

"Upscale Accommodations" with an "Up North" location!

10.0 out of 10, Exceptional, (2)
"What a beautiful property. We had such a great stay. The host were very helpful. Can’t wait to come and stay again. Thank you for everything."
"Upscale Accommodations" with an "Up North" location!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

What can I expect from a resort vacation in Winter?
Longing for a relaxing getaway? Treat yourself to all the luxuries and comforts of a resort, where you can find everything you need for your vacation from tasty food and drink options to activities and shopping. Browse the resort options in the area and discover the one that’s best for you, whether you see yourself kicking back in a suite with stunning views or hitting the golf course for an afternoon game.
What's a top resort in Winter?
What can I do in Winter?
Lake Winter, Perch Lake, and Chequamegon National Forest are a few of the interesting sights to visit. Additional attractions in the area include Flambeau River and Barker Lake.
What's the weather like in Winter?
The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 18°F. The snowiest months in Winter are April, March, January, and February, with each month seeing an average of 10 inches of snowfall.