Wisconsin may have travel restrictions in place due to COVID-19.

Find out moreOpens in new tab or window

Find Hotels in Winter, WI

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Free cancellation on most hotels. Because flexibility matters.

Filter by

Popular filters
Star rating
Your budget
Guest rating
Payment type
Property type
Neighborhood
Popular locations
Amenities
Accessibility
Trip type
Upscale Lake Home on Beautiful 915 Acre Solberg Lake, Phillips WI
Get Rates
30.54 mi from city center
4.9/5Exceptional! (56 reviews)
Excellent Vacation Spot

"The cabin is amazing and Scott was great! It is clean and had everything we could have needed. Plenty of room to spread out. Beds were comfortable and the 4 bathrooms made it easy as well! Everyone wants to rebook in the summer for a week! Dont hesitate to book this home! Excellent retreat!!"…"

Reviewed on Nov 1, 2020

Upscale Lake Home on Beautiful 915 Acre Solberg Lake, Phillips WI
Lakefront Hayward Cabin W/dock in Williams Resort!
Get Rates
22.25 mi from city center
3.9/5Good! (14 reviews)
Probably won't book here again

"it was ok. The bathroom shower NEEDS to be upgraded! A new toilet would be ok too. It's not right on the lake like the booking suggested, and when I inquired "SEVERAL" times asking if it was close to the water, I never got a reply. Too many houses close by."…"

Reviewed on Oct 22, 2020

Lakefront Hayward Cabin W/dock in Williams Resort!
Waterfront German Log Cabin
Get Rates
26.15 mi from city center
Waterfront German Log Cabin
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Yellow Bike Chalet on Grindstone Lake Sleeps up to 14
Get Rates
20.58 mi from city center
5/5Exceptional! (15 reviews)
YBC

"We had a great time at the yellow bike chalet. Steve and Janette were gracious hosts. So many beautiful memories from the trip!"…"

Reviewed on Oct 2, 2020

Yellow Bike Chalet on Grindstone Lake Sleeps up to 14
Summer in Winter
Get Rates
5.77 mi from city center
4.7/5Exceptional! (53 reviews)
Recharged!

"We had a wonderful 6 days of nothing peace and quiet. The little cabin was just right. It was clean and comfortable. The bed was perfect for us to sleep in. It does really have everything you would need- besides your food, drink and clothing. We way overpacked. Our dogs enjoyed their stay as well. ..."…"

Reviewed on Nov 3, 2020

Summer in Winter
Summer in Winter
Get Rates
5.77 mi from city center
4.8/5Exceptional! (62 reviews)
Family vacation

"Great rental with a gorgeous view. Close Atv trails, fun water activities, and fishing. Cabin had lots of movies to watch. Good place to reconnect with the family."…"

Reviewed on Oct 20, 2020

Summer in Winter
Private Modern Home in Rustic Surroundings and Much to Do
Get Rates
6.59 mi from city center
5/5Exceptional! (11 reviews)
Great Home

"The owners have the home nicely furnished and decorated. Very Clean."…"

Reviewed on Aug 31, 2020

Private Modern Home in Rustic Surroundings and Much to Do
Secluded Cabin on 13 Acres; Private 50 Acre Lake
Get Rates
21 mi from city center
4.9/5Exceptional! (70 reviews)
Beautiful cabin by lake

"Cabin was nicer even than expected. Great common space. Open feeling. Wonderful deck and dock to relax Screened in porch fantastic for doing yoga and watching nature. Lake was perfect. We even caught a fish!!!"…"

Reviewed on Oct 18, 2020

Secluded Cabin on 13 Acres; Private 50 Acre Lake
Great 4 Season Family Getaway! Quiet, yet Full of Fun!
Get Rates
6.46 mi from city center
5/5Exceptional! (20 reviews)
Escape to the woods

"Second visit and enjoyed it again!"…"

Reviewed on Nov 17, 2020

Great 4 Season Family Getaway! Quiet, yet Full of Fun!
Bears Den on Private Lake
Get Rates
6.73 mi from city center
4.6/5Exceptional! (13 reviews)
Great

"Clean, comfy beds, and nice deck. Mosquitoes were thick everywhere up here. Great time!"…"

Reviewed on Sep 7, 2020

Bears Den on Private Lake
Beautiful 3 Bedroom Lake Home Near Winter, Wisconsin
Get Rates
4.22 mi from city center
4.9/5Exceptional! (7 reviews)
Amazing Fall Trip

"My wife and I had to make some last minute changes to our fall trip, this place was available, so we gave it a try. We are so glad that we did. Christine was so great to work with, if we needed something she was quick to respond. The place was very nice and you can tell that they are in the middle ..."…"

Reviewed on Oct 16, 2020

Beautiful 3 Bedroom Lake Home Near Winter, Wisconsin
North Wisconsin Private Island Vacation Home!!
Get Rates
0 mi from city center
4.9/5Exceptional! (22 reviews)
Wonderful, relaxing stay.

"What a great place, we didn't want to leave and are already planning to come back. Agree with a few other reviews - clearing out some of the underbrush would provide better views of the water. And if you enjoy cooking like we do, the kitchen is sorely lacking in bakeware. We made do. Had an absolutely ..."…"

Reviewed on Oct 11, 2020

North Wisconsin Private Island Vacation Home!!
Northwoods Motel
2.5 out of 5
9854 N State Road 27, Hayward, WI
The price is $84 per night from Dec 1 to Dec 2
26.11 mi from city center
4.6/5Wonderful! (88 reviews)

"Very good overnight stay. Easy check-in and very clean room. Large bathroom and very roomy living area. Beds were comfortable with a good night of sleep. Chairs and table right outside our room with a visit from three deer and watched the hummingbirds visit the huge hanging baskets outside the rooms. ..."…"

Reviewed on Aug 23, 2020

Northwoods Motel
Honey Bear Hideaway - Studio Cabin in the Heart of Hayward!
The price is $79 per night from Nov 29 to Nov 30
26.17 mi from city center
4.5/5Wonderful! (17 reviews)
Very nice place and good location to downtown

"Only stayed a couple nights but it was very clean and easy to get checked in. Really liked the cabin and it was perfect for what we needed."…"

Reviewed on Oct 5, 2020

Honey Bear Hideaway - Studio Cabin in the Heart of Hayward!
Cable Nature Lodge
2.5 out of 5
20100 County Highway M, Cable, WI
The price is $99 per night from Nov 26 to Nov 27
27.2 mi from city center
4.1/5Very Good! (49 reviews)

"We had a wonderful stay over the weekend. The room was clean and quiet. If we are in the area, we wouldn’t hesitate to stay here again. Thank you for a great experience Bill!"…"

Reviewed on Nov 23, 2020

Cable Nature Lodge
Northern Pine Inn
2 out of 5
9966 North State Road 27, Hayward, WI
Free CancellationReserve now, pay when you stay
The price is $68 per night from Nov 26 to Nov 27
26.19 mi from city center
2.9/5 (322 reviews)

"An affordable stay minutes from downtown Hayward. Polite and welcoming staff. Would stay here again!"…"

Reviewed on Oct 19, 2020

Northern Pine Inn
Fancy Fireflies - Charming Studio Cabin Amidst the Trees Right on Lake Hayward!
The price is $79 per night from Nov 30 to Dec 1
26.17 mi from city center
4.9/5Exceptional! (12 reviews)
Cute and Cozy

"Perfect get away for a couple !"…"

Reviewed on Oct 14, 2020

Fancy Fireflies - Charming Studio Cabin Amidst the Trees Right on Lake Hayward!
2 Bedroom Lakeside Cabin-family Fishing Resort-hayward Wi-chippewa Flowage
4.6/5Exceptional! (18 reviews)
Musky Joe’s Vrbo

"Older property/ resort but clean functional and reasonable will come again ."…"

Reviewed on Oct 2, 2020

2 Bedroom Lakeside Cabin-family Fishing Resort-hayward Wi-chippewa Flowage
The Riverside Motel
2.5 out of 5
10429N State Road 27, Hayward, WI
The price is $78 per night from Nov 26 to Nov 27
26.12 mi from city center
4.5/5Wonderful! (20 reviews)

"Very comfortable room in a beautiful and convenient location."…"

Reviewed on Oct 7, 2020

The Riverside Motel
AmericInn by Wyndham Hayward
2.5 out of 5
15601 Hwy. 63 N., Hayward, WI
Free CancellationReserve now, pay when you stay
The price is $100 per night from Nov 26 to Nov 27
26.13 mi from city center
3.8/5Good! (117 reviews)

"We checked in late and have never had such a pleasant nice person assist us! She greeted us with kindness and genuine interest in us experiencing a great stay!"…"

Reviewed on Aug 10, 2020

AmericInn by Wyndham Hayward
Don't see what you're looking for?
See all available properties in Winter
View all properties
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.

Visiting Winter

Travelers to Winter will find plenty to explore and enjoy. There are 54 hotels and other accommodations in the surrounding area.

Sightseeing and Staying in Winter

As you plan for your vacation to Winter, you might not find accommodations in the heart of city, but you can select from 54 hotels and other lodging options within the larger area. Listed here are places to stay in the surrounding area:

Frequently asked questions

What's the best place to stay in Winter?
Based on Expedia’s traveler preferences, North Wisconsin Private Island Vacation Home!! is a top place to stay in Winter. Other good options for your visit include “upscale Accommodations” With an “Up North” Location! and Great 4 Season Family Getaway! Quiet, yet Full of Fun!.
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. Put your dates in and click on “Search”, then you can filter by “free cancellation” to get the best 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?
Holiday Inn Express & Suites Hayward: Offers free breakfast, an indoor pool, and a sauna.

Recent reviews of Winter hotels

More trip options