Find hotels in Winter, WI from AED 279

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Check Winter hotel prices

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Compare 645 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Cobblestone Bed and Breakfast

3.0 star property
10.0 out of 10, Exceptional, (5)
"The owner was was very kind, friendly, and accommodating and had a cute gift shop. She also made a wonderful breakfast that started out with a baked apple! The yard and house were decorated very nicely for the holidays, complete with music to add to the ambiance. The room had everything we needed and included an amazing copper bath tub that was wonderful to soak in. Overall it was a great place to sleep and relax with much more character than a hotel room could ever have. "
The price is AED 683
AED 721 total
includes taxes & fees
25 Nov - 26 Nov
Cobblestone Bed and Breakfast

Cozy Birchwood Retreat on UTV Trail w/ Hot Tub!

9.0 out of 10, Wonderful, (16)
"Good "
Cozy Birchwood Retreat on UTV Trail w/ Hot Tub!

Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.

2.0 star property
The price is AED 459
AED 775 total
includes taxes & fees
27 Nov - 28 Nov
Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.

Relax in our French Quarters Room at The Cobblestone Bed & Breakfast

10.0 out of 10, Exceptional, (1)
"Very interesting collection of furnishings and miscelania, lots of character (including hostess), terrific breakfast."
The price is AED 551
AED 666 total
includes taxes & fees
25 Nov - 26 Nov
Relax in our French Quarters Room at The Cobblestone Bed & Breakfast

Lakefront Efficiency Condo, Indoor Pool/Hot Tub-Tagalong Golf Resort Unit431B

10.0 out of 10, Exceptional, (30)
"We loved it - the condo was perfect. We went ATVing and the trails are very convenient to this area. The condo was extremely clean, comfortable and had everything we needed. I will definitely stay there again. Location was fantastic."
Lakefront Efficiency Condo, Indoor Pool/Hot Tub-Tagalong Golf Resort Unit431B

Lakeside cabin! Great fishing, on the ATV trail

8.4 out of 10, Very Good, (5)
"We loved the location and serenity of your property. The yard could be cleaned up and interior was ok but not fancy. "
The price is AED 584
AED 922 total
includes taxes & fees
25 Nov - 26 Nov
Lakeside cabin! Great fishing, on the ATV trail

Cozy Birchwood Condo on Tagalong Golf Course!

9.2 out of 10, Wonderful, (5)
"Beautiful property. Quiet, as golfing/boating/fishing seasons are over. (Too cold/rainy). Property is awesome for a winter conference or retreat. Views are amazing. Wade"
Cozy Birchwood Condo on Tagalong Golf Course!

Cozy Birchwood Condo on Tagalong Golf Course!

3.0 star property
Cozy Birchwood Condo on Tagalong Golf Course!

Unit 312 1 BD/ 1 BA Condo

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is AED 514
AED 633 total
includes taxes & fees
26 Nov - 27 Nov
Unit 312 1 BD/ 1 BA Condo

Relax in our English Garden King Suite at The Cobblestone Bed & Breakfast

2.0 star property
10.0 out of 10, Exceptional, (1)
"Breakfast was amazing. The owner was so kind, friendly and professional. We would gladly book this place again."
The price is AED 815
AED 981 total
includes taxes & fees
25 Nov - 26 Nov
Relax in our English Garden King Suite at The Cobblestone Bed & Breakfast

Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin

8.8 out of 10, Excellent, (16)
"Newer owner is showing improvement to property."
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin

Bill's Hideout

10.0 out of 10, Exceptional, (4)
"Was in town for a family gathering and only needed one night’s stay. The host was very accommodating. My family members and I were very satisfied with the property. Too bad we were only there for one night, we definitely would have liked to spend more time. Will keep this property in mind for next time in town to visit our family. "
The price is AED 643
AED 1,104 total
includes taxes & fees
2 Dec - 3 Dec
Bill's Hideout

Bucktail Lodge Pineview cabin on Winter, Wisconsin.

7.0 out of 10, Good, (4)
"The cabins are conveniently located by the water and well-maintained. The staff is welcoming, and the overall ambiance is laid-back. It's worth noting that the cabins, bar, and outbuildings are closely situated on the property. If you're seeking seclusion or a sense of being surrounded by wilderness, this might not be the ideal choice. However, the property is indeed surrounded by wilderness and offers a peaceful retreat far from city life."
Bucktail Lodge Pineview cabin on Winter, Wisconsin.

Luxury Cabin, 800+ feet frontage, 733 acre Lake, Hot tub, Pontoon, Fireplace .

10.0 out of 10, Exceptional, (14)
"My husband and I stayed for a long weekend and the place is absolutely gorgeous, inside and out. Its by far the cleanest rental we've stayed at, eket you'd expect at a nice hotel. Beautiful fall colors enjoyed while kayaking and stargazing all night!"
Luxury Cabin, 800+ feet frontage, 733 acre Lake, Hot tub, Pontoon, Fireplace .

ATV riders! Private wooded lot, cottage access to trails! Dogs! Firepit!

10.0 out of 10, Exceptional, (22)
"We had a great trip. We put on 300 plus miles Got to see a bear and a wolf and and a bunch of turkeys and deer while out riding The cabin is set up very well plenty of room will look at staying there again in the future Thanks "
ATV riders! Private wooded lot, cottage access to trails! Dogs! Firepit!

Bucktail Lodge Lakeview Cabin on Barker Lake in Winter, Wisconsin

8.0 out of 10, Very Good, (3)
"Loved our stay at Bucktail Lodge! So beautiful. "
Bucktail Lodge Lakeview Cabin on Barker Lake in Winter, Wisconsin

Relax in our Parlor Room at The Cobblestone Bed & Breakfast

The price is AED 551
AED 666 total
includes taxes & fees
25 Nov - 26 Nov
Relax in our Parlor Room at The Cobblestone Bed & Breakfast

Unit 411a 1 BD/ 1 BA Condo

3.0 star property
10.0 out of 10, Exceptional, (3)
"Love the location. It is a large and beautiful condo. "
The price is AED 514
AED 633 total
includes taxes & fees
26 Nov - 27 Nov
Unit 411a 1 BD/ 1 BA Condo

EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River

9.8 out of 10, Exceptional, (10)
"Cabin was impeccable as always. Beautiful river front views. Pet friendly. "
EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River

Lakefront Wisconsin Cabin with Boat Dock!

9.6 out of 10, Exceptional, (67)
"Very quiet and comfortable place to stay. I would like to return with friends to fish. The availability of renting the pontoon was fantastic. The whole family enjoyed our stay "
Lakefront Wisconsin Cabin with Boat Dock!
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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Frequently asked questions

What's the best place to stay in Winter?

Cobblestone Hotels & Suites – Ladysmith, located 25.4 mi (41 km) from the heart of Winter, is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Holiday Inn Express & Suites Hayward, an IHG Hotel and AmericInn by Wyndham Ladysmith. See all available top hotels, or vacation rentals in Winter.

What are some of the best vacation rentals that Winter has to offer?

Spacious Winter Retreat w/ River Access + Kayaks!: This highly rated vacation home rental in Winter offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. Another good choice for your trip to Winter is Bears Den on the private lake. See all vacation rentals in Winter.

If I need to cancel my hotel reservation in Winter, will I receive a refund?

Yes! The majority of room reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winter.

Where can I learn more about changing or cancelling my trip to Winter?

For more information about rescheduling or cancelling your trip to Winter, click here.

What are some accommodations with pools in Winter?

Cobblestone Hotels & Suites – Ladysmith: Features daily, an indoor pool, and free self parking. Holiday Inn Express & Suites Hayward, an IHG Hotel and AmericInn by Wyndham Ladysmith are two additional hotels that offer an onsite pool. View all hotels with pools in Winter.

What's the best accommodation near Duluth International Airport (DLH)?

Country Inn & Suites by Radisson, Duluth North, MN is a popular hotel, featuring free breakfast and an indoor pool. It's located a short 1.4 mi (2.3 km) from Duluth Intl. Airport. Other places to stay near the airport are Holiday Inn Express & Suites Duluth North - Miller Hill and Econo Lodge Near Miller Hill Mall.

What's it like staying in Winter?

Those traveling to Winter are sure to enjoy the sights to see and things to do. In Winter, there are 51 hotels and other accommodations to choose from. Find out more about Winter.

What are the top places to visit in Winter?

Natural beauty is on display at Lake Winter, Fishtrap Lake, and Chequamegon National Forest. A couple of additional sights to add to your agenda are Flambeau River and Ojibwa State Park. Check out what more to see and do in Expedia's Winter guide.

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.