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Top hotels and accommodation in Winter

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 NZ$477
includes taxes & fees
13 May - 14 May
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 NZ$193
includes taxes & fees
13 May - 14 May
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. "
The price is NZ$448
includes taxes & fees
15 May - 16 May
Unit 411a 1 BD/ 1 BA Condo
Must See - Beautiful Lakefront Cabin Retreat - Pet Friendly - Private Lake!
10.0 out of 10, Exceptional, (103)
"We had a fantastic time. The kids enjoyed playing pool and ping pong. Hearing the Loons in the morning was a plus. Very nice cabin, quiet, and enjoyed sitting out on the dock watching the wildlife. Would definitely stay again."
Must See - Beautiful Lakefront Cabin Retreat - Pet Friendly - Private Lake!
ATV/Snowmobiling Cozy Retreat
9.8 out of 10, Exceptional, (16)
"Fantastic cabin. Plenty of room for party of four. Very large bathroom. Well stocked kitchen. Close to two, restaurants and grocery store. We will be coming 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, (80)
"Had a wonderful girls weekend with my friends. We even enjoyed canoeing on the lake after a break in the rain. Would definitely come out to stay again."
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
The price is NZ$526
includes taxes & fees
15 May - 16 May
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 NZ$193
includes taxes & fees
13 May - 14 May
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 NZ$193
includes taxes & fees
13 May - 14 May
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 NZ$193
includes taxes & fees
13 May - 14 May
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 NZ$193
includes taxes & fees
13 May - 14 May
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)
The price is NZ$506
includes taxes & fees
14 May - 15 May
Unit 312 1 BD/ 1 BA Condo
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.

Frequently asked questions

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

Yes! Most room reservations are refundable if you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winter.

What's the best accommodation option for a family trip 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 good choices to stay with the children 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's it like staying in Winter?

Those travelling to Winter will definitely enjoy the sights to see and things to do. In Winter, there are 56 hotels and other accommodation options to choose from. Find out more about Winter.

What should I see while I'm 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. Take a look at what more there is to see and do in Expedia's Winter guide.

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.