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Compare 627 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Lakeside cabin! Great fishing, on the ATV trail
9.0 out of 10, Wonderful, (4)
"The cabin was pretty nice. Only thing is in listing it says it is 3 bedroom sleeps 6 There were only two bedrooms. Since there was not a third bedroom one of us had to sleep in the Living room on sofa sleeper."
The price is $198
$300 total
includes taxes & fees
Jun 9 - Jun 10
Lakeside cabin! Great fishing, on the ATV trail
Birchwood Motel in Birchwood, WI! Standard room
10.0 out of 10, Exceptional, (1)
"great location "
The price is $99
$126 total
includes taxes & fees
Jun 6 - Jun 7
Birchwood Motel in Birchwood, WI! Standard room
Pets & kid Friendly ,direct access to ATV/snow trail, clear lake, sandy bottom
10.0 out of 10, Exceptional, (14)
"Perfect"
Pets & kid Friendly ,direct access to ATV/snow trail, clear lake, sandy bottom
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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. "
Unit 411a 1 BD/ 1 BA Condo
Must See - Beautiful Lakefront Cabin - Stunning Year-Round Views - Private Lake!
10.0 out of 10, Exceptional, (104)
"Excellent Stay and Cabin was great!"
Must See - Beautiful Lakefront Cabin - Stunning Year-Round Views - Private Lake!
ATV/Snowmobiling Cozy Retreat
9.8 out of 10, Exceptional, (17)
"The cabin was perfect for what we needed. Close to the UTV trails. Cabin was clean and cozy. We will definitely be back. "
ATV/Snowmobiling Cozy Retreat
'Pinecone Retreat' Book Your Fun Now! Spider Lake Resort
10.0 out of 10, Exceptional, (135)
"Property right on the trails. Trails were in nice shape with nice fall color. It is part of a resort so if ultimate goal is seclusion may not be for you but for us and our dog it Was great"
'Pinecone Retreat' Book Your Fun Now! Spider Lake Resort
Winter Nights Cottages: Cottage 3 Winter, Wisconsin vacation rental.
8.0 out of 10, Very Good, (1)
"NICE QUAINT LITTLE PLACE CONVENIANT TO GAS, RESTURANTS, GROCERY STORE ETC."
Winter Nights Cottages: Cottage 3 Winter, Wisconsin vacation rental.
Pet-Friendly Lakeside Chalet with Kayaks, Canoe, and Pedal Boat!
10.0 out of 10, Exceptional, (81)
"Wonderful property we looked our weekend their."
Pet-Friendly Lakeside Chalet with Kayaks, Canoe, and Pedal Boat!
Must See- Beautiful Lakefront Log Cabin on a Private Peninsula - Pet Friendly!
10.0 out of 10, Exceptional, (130)
"We were a group of 8 women and had absolutely everything we needed. It is a stunning house and the surrounding lake-filled area is beautiful. We had perfect hiking on the nearby Little Siss trails. Since it was April, we didn't go out onto the lake but plan to next time we stay:)"
Must See- Beautiful Lakefront Log Cabin on a Private Peninsula - Pet Friendly!
Cozy Birchwood Condo on Tagalong Golf Course!
9.4 out of 10, Exceptional, (3)
"Very clean and in great condition. Beautiful area. Location of the pool and hot tub unclear in the description but after a while we figured it out "
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 433b Efficiency 1bd/ 1 Ba Condo Condo
2.0 star property
Unit 433b Efficiency 1bd/ 1 Ba Condo Condo
Birchwood Motel in Birchwood, WI! Queen and twin
10.0 out of 10, Exceptional, (1)
"Easy access, clean, comfortable."
The price is $99
$126 total
includes taxes & fees
Jun 6 - Jun 7
Birchwood Motel in Birchwood, WI! Queen and twin
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
8.4 out of 10, Very Good, (11)
"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
Birchwood Motel in Birchwood, WI! Standard room
The price is $95
$121 total
includes taxes & fees
Jun 19 - Jun 20
Birchwood Motel in Birchwood, WI! Standard room
Extra Large (Handicap) Birchwood Motel in Birchwood, WI! Extra Large (Handicap)
8.6 out of 10, Excellent, (3)
"We liked the location in Birchwood and the service. Very basic motel but close to main street and gas station. We went to Birchwood for ATV/UTV trails so did not spend much time in the rooms."
The price is $99
$126 total
includes taxes & fees
Jun 6 - Jun 7
Extra Large (Handicap) Birchwood Motel in Birchwood, WI! Extra Large (Handicap)
Smith's Island Retreat on Little Sissabagama. Pontoon and other boats included.
10.0 out of 10, Exceptional, (1)
"We loved our stay! Finding it was easy, plenty of parking, nice boat to use. The property is curated perfectly for a getaway cabin- tons of stuff for kids to do. We stayed with a couple of adult friends but will definitely be back next year with our kids. Beautiful lake and friendly neighbors!"
Smith's Island Retreat on Little Sissabagama. Pontoon and other boats included.
Birchwood Motel in Birchwood, WI! Standard room
The price is $99
$126 total
includes taxes & fees
Jun 6 - Jun 7
Birchwood Motel in Birchwood, WI! Standard room
Unit 312 1 BD/ 1 BA Condo
3.0 star property
10.0 out of 10, Exceptional, (1)
Unit 312 1 BD/ 1 BA Condo
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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.

More cheap stays in Winter

Winter Travel Info

Number of reviews
1,710
Accommodation
627 hotels
Highest price
$198
Lowest price
$75
Why to go
Lake Chippewa

Frequently asked questions

What's the best place to stay in Winter?

Based on Expedia's traveler preferences, Spacious Winter Retreat w/ River Access + Kayaks! is a top place to stay in Winter. Other good options for your visit include Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin and Bears Den on the private lake. 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: Offers 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 54 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. The snowiest months in Winter are March, January, February, and April, with each month seeing an average of 7 inches of snowfall.

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