Book a Winter Resort

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Resort in Winter

"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!
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, (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!
Don't see what you're looking for?
See all available properties in Winter
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

Other property types in Winter

Spacious Winter Retreat w/ River Access + Kayaks!
9.2 out of 10, Wonderful, (15)
"Nice remote location to stay for family and children with activities to do over the long weekend However those who come from downtown or suburbs make sure you come with cooking items , less variety of chain restaurants near by . Also had wonderful local coffee shops near by"
Spacious Winter Retreat w/ River Access + Kayaks!
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
8.8 out of 10, Excellent, (15)
"Cozy, cute, spotless cabin. Peaceful and beautiful location. The Lodge has excellent food (street tacos yum!) and service. The owner Joe is so personable and knowledgeable. Had a boat ready for us. Made us feel like friends, not guests. We will definitely be back!"
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
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
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 holiday in Winter?
Longing for a relaxing getaway? Indulge in the comforts and luxuries of a resort, where you can find everything you need for your trip—from tasty food and drink options to activities and shopping. Browse the resort options in the area and discover the right one for you, whether you picture yourself kicking back in a luxury suite or hitting the golf course for an afternoon game.
What's a favourite resort in Winter?
What can I do in Winter?
Chequamegon National Forest, Flambeau River and Ojibwa State Park are a few of the interesting sights to visit. Other attractions in the area include Lake Chippewa and Round Lake.
What's the seasonal weather like 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. Average annual precipitation for Winter is 990 mm.