Best Resorts in Winter

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

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

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Other property types in Winter

Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
Exterior

Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin

8.8 out of 10, Excellent, (17)
"Owner made the check in process a breeze. Quaint and great spot in a nice location, definitely will be staying again. Thank you Bucktail Lodge! "
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
6 bedroom 3- bath 16 people capacity pontoon included in Winter Wis.
Sun loungers, beach towels

6 bedroom 3- bath 16 people capacity pontoon included in Winter Wis.

9.8 out of 10, Exceptional, (54)
"WILL NEED TO GO BACK IN THE SUMMER TO ENJOY THE LAKE "
6 bedroom 3- bath 16 people capacity pontoon included in Winter Wis.
Bears Den on the private lake
Interior

Bears Den on the private lake

9.6 out of 10, Exceptional, (26)
"Well outfitted cabin - had a group of 10 and had plenty of space, cooking-ware, and plates. Hosts were very responsive. Kids enjoyed splashing in the water and swimming back and forth from the swim platform. Would stay again."
Bears Den on the private lake
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.

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?
“Upscale Accommodations” with an “Up North” location! - Family-friendly resort. “Upscale Accommodations” with an “Up North” location! - Has a garden. “Upscale Accommodations” with an “Up North” location! - Enjoy the garden.
What can I do in Winter?
Perch Lake, Black Dan Lake, and Chequamegon National Forest are a few of the interesting sights to visit. Additional attractions in the area include Flambeau River and Lake Winter.
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.