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Compare 642 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Bucktail Lodge Lakeview Cabin on Barker Lake in Winter, Wisconsin
7.0 out of 10, Good, (2)
Bucktail Lodge Lakeview Cabin on Barker Lake in Winter, Wisconsin
Relax in our Love At First Site (Yi Jian Zhong Qing) at The Cobblestone Bed & Breakfast
2.0 star property
The price is $206
includes taxes & fees
$197 per night
Sep 26 - Sep 27
Relax in our Love At First Site (Yi Jian Zhong Qing) at The Cobblestone Bed & Breakfast
Relax in our French Quarters Room at The Cobblestone Bed & Breakfast
The price is $167
includes taxes & fees
$160 per night
Sep 26 - Sep 27
Relax in our French Quarters Room at The Cobblestone Bed & Breakfast
Birchwood Motel in Birchwood, WI! Standard room
10.0 out of 10, Exceptional, (1)
"great location "
The price is $116
includes taxes & fees
$110 per night
Oct 20 - Oct 21
Birchwood Motel in Birchwood, WI! Standard room
Lakefront Efficiency Condo, Indoor Pool/Hot Tub-Tagalong Golf Resort Unit431B
10.0 out of 10, Exceptional, (29)
"It was a nice place; however, it was much more like a hotel with respect to the floorplan and connecting door to a separate room. The lake view was great!"
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 $287
includes taxes & fees
$272 per night
Sep 29 - Sep 30
Lakeside cabin! Great fishing, on the ATV trail
Cozy Birchwood Retreat on UTV Trail w/ Hot Tub!
9.0 out of 10, Wonderful, (15)
"Very pleasant and easy to find"
Cozy Birchwood Retreat on UTV Trail w/ Hot Tub!
Relax in our Ladies & Gents Room at The Cobblestone Bed & Breakfast
2.0 star property
The price is $206
includes taxes & fees
$197 per night
Sep 26 - Sep 27
Relax in our Ladies & Gents Room at The Cobblestone Bed & Breakfast
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 $247
includes taxes & fees
$236 per night
Sep 26 - Sep 27
Relax in our English Garden King Suite at The Cobblestone Bed & Breakfast
Relax in our English Garden King Suite at The Cobblestone Bed & Breakfast
2.0 star property
The price is $1,340
includes taxes & fees
$1,279 per night
Sep 26 - Sep 27
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, (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
Relax in our Bear's Den Room in the Lower Lodge at The Cobblestone Bed & Breakfast
The price is $167
includes taxes & fees
$160 per night
Sep 26 - Sep 27
Relax in our Bear's Den Room in the Lower Lodge at The Cobblestone Bed & Breakfast
Birchwood Motel in Birchwood, WI! Standard room
10.0 out of 10, Exceptional, (1)
"Excellent lodging. Extremely nice staff, The room was cleaner and more comfortable than any name brand hotel that I have ever stayed in."
The price is $116
includes taxes & fees
$110 per night
Oct 20 - Oct 21
Birchwood Motel in Birchwood, WI! Standard room
ATV/Snowmobiling Cozy Retreat
9.8 out of 10, Exceptional, (21)
"."
ATV/Snowmobiling Cozy Retreat
Bucktail Lodge Pineview cabin on Winter, Wisconsin.
6.8 out of 10, (3)
"Very comfortable and friendly people made us feel very welcome"
Bucktail Lodge Pineview cabin on Winter, Wisconsin.
The Bunk House
8.0 out of 10, Very Good, (1)
"Was perfect for our weekend. A little tough to find our way back in the dark though! 😅"
The Bunk House
Relax in our Parlor Room at The Cobblestone Bed & Breakfast
The price is $167
includes taxes & fees
$160 per night
Sep 26 - Sep 27
Relax in our Parlor Room at The Cobblestone Bed & Breakfast
Wisconsin Lakeside Cottage w/ Deck, Views
2.0 star property
6.0 out of 10, (3)
"Loved it, every part of it!"
Wisconsin Lakeside Cottage w/ Deck, Views
EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River
9.8 out of 10, Exceptional, (8)
"We came with family and friends for our annual Fall Side by Side ride, and it was our first time here. We all were extremely happy with accomodations and trails right from the resort. Being on the river gave us a beautiful view! We definitely will be back!!"
EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River
Cobblestone Bed and Breakfast
3.0 star property
10.0 out of 10, Exceptional, (4)
"Clean, cozy, and very welcoming! Had a relaxing and restful stay over Memorial Day weekend. Excellent breakfast and quiet accommodations."
The price is $180
includes taxes & fees
$171 per night
Sep 26 - Sep 27
Cobblestone Bed and Breakfast
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Frequently asked questions

What's the best place to stay in Winter?

AmeriVu Inn, located 27.8 mi (44.8 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 Cobblestone Hotels & Suites – Ladysmith and Telemark Northwoods Lodging. 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's the best accommodation when traveling with kids to Winter?

"Upscale Accommodations" with an "Up North" location! is a resort with in-room kitchens and free WiFi, and it's a top choice on Expedia for families. Other choices to stay with the kids include Historic prohibition Lodge next to golf course with private beach and "Upscale Accommodations" with an "Up North" location! . Find more child-friendly accommodations in Winter.

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 Northern Lights Inn 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 52 hotels and other accommodations to choose from. Find out more about Winter.

What are the top places to visit in Winter?

The picturesque setting of Chequamegon National Forest and Flambeau River exemplify the area's natural beauty. Additionally, you might want to add Ojibwa State Park to your itinerary. 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. Average annual precipitation for Winter is 39 inches.