Search Resorts in Winter

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Browse Select Winter Resorts

"Upscale Accommodations" with an "Up North" location!
Bar (on property)
"Upscale Accommodations" with an "Up North" location!
10.0 out of 10, Exceptional, 2 reviews
"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!
Property grounds
"Upscale Accommodations" with an "Up North" location!
10.0 out of 10, Exceptional, 14 reviews
"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 | Smart TV, fireplace, books
"Upscale Accommodations" with an "Up North" location!
10.0 out of 10, Exceptional, 14 reviews
"Property was clean & hosts were super friendly! Communicated and throughout the stay as needed. No complaints!"
"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.

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
8.4 out of 10, Very good, 11 reviews
"A family owned business, the owner and his family made me feel very welcomed and looked after. It was a perfect place to relax and recharge."
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
Spacious Winter Retreat w/ River Access + Kayaks!
Interior
Spacious Winter Retreat w/ River Access + Kayaks!
8.6 out of 10, Excellent, 7 reviews
"This was a great place to stay for a group of friends. The game room and bar area was a lot of fun. The property manager responded very quickly and was easy to work with. My only critique is that the kitchen area could use a bit of filling out, with effectively no consumables or spices available and an odd scattering of kitchen tools/pans, with heavy wear."
Spacious Winter Retreat w/ River Access + Kayaks!
Bears Den on the private lake
Dining
Bears Den on the private lake
9.6 out of 10, Exceptional, 24 reviews
"Everything went smooth. Nice place. Very involved owner that insured a pleasant stay."
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.

Winter Resorts information

Number of reviews
30
Accommodation
3 Resorts
Lowest Price
Highest Price

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?
“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?
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. The snowiest months in Winter are March, January, February and April, with each month seeing an average of 18 cm of snowfall.

Winter Hotel Reviews
Expedia verified reviews

Telemark Northwoods Lodging

Telemark Northwoods Lodging

5/5 Excellent
"The screened in balcony off the bedroom was amazing!"
A verified traveller stayed at Telemark Northwoods Lodging
Posted 2 days ago
Telemark Northwoods Lodging