Search Resorts in Winter

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

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

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

"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!
Living area

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

10.0 out of 10, Exceptional, (15)
"We have stayed in both The Loft and Birchwood condos at this location. Birchwood was our favorite. The condo is so roomy, decorated very tastefully and has everything you will need for a relaxing stay. The owners are dedicated to making their guests comfortable. I highly recommend the "upscale accommodations" with the "up north location." It is great!"
"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.
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Other property types in Winter

Spacious Winter Retreat w/ River Access + Kayaks!
Winter Vacation Rental | 7BR | 4BA | 6,700 Sq Ft | Stairs Required

Spacious Winter Retreat w/ River Access + Kayaks!

9.0 out of 10, Wonderful, (18)
"This has been the second year we’ve been here. It’s a great place for a large group with plenty of space for everyone! This will continue to be our go to spot for years to come! "
Spacious Winter Retreat w/ River Access + Kayaks!
Bears Den on the private lake
Exterior

Bears Den on the private lake

9.6 out of 10, Exceptional, (26)
"The lake was great and the living situation for our large group was very comfortable. The only reason I give it 4 stars is because there was no hot water. The showers were absolutely freezing. Besides that everything was great."
Bears Den on the private lake
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
Interior

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
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?
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 Doc Smith Park.
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.