Search Winter hotels

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check Winter hotel prices

Tonight
22 Dec - 23 Dec
Tomorrow night
23 Dec - 24 Dec
Next weekend
27 Dec - 29 Dec

Filter by

Guest rating
Guest rating
Property class

Top hotels and accommodation in Winter

Cobblestone Bed and Breakfast
Front of property

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 AU$326
includes taxes & fees
23 Dec - 24 Dec
Cobblestone Bed and Breakfast
Cozy Birchwood Retreat on UTV Trail w/ Hot Tub!
TV, fireplace, DVD player, ping pong

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

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
Living area

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 AU$408
includes taxes & fees
23 Dec - 24 Dec
Lakeside cabin! Great fishing, on the ATV trail
Unit 312 1 BD/ 1 BA Condo
Condo, 1 Queen Bed with Sofa bed, Jetted Tub | Bathroom

Unit 312 1 BD/ 1 BA Condo

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$276
includes taxes & fees
23 Dec - 24 Dec
Unit 312 1 BD/ 1 BA Condo
Unit 411a 1 BD/ 1 BA Condo
Condo, 1 Queen Bed with Sofa bed, Jetted Tub | Private kitchen

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 AU$276
includes taxes & fees
23 Dec - 24 Dec
Unit 411a 1 BD/ 1 BA Condo
Relax in our French Quarters Room at The Cobblestone Bed & Breakfast
TV, fireplace, books

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 AU$293
includes taxes & fees
23 Dec - 24 Dec
Relax in our French Quarters Room at The Cobblestone Bed & Breakfast
Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.
Fridge, microwave, oven, stovetop

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

2.0 star property
The price is AU$340
includes taxes & fees
26 Dec - 27 Dec
Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.
Cozy Birchwood Condo on Tagalong Golf Course!
Exterior

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!
Bucktail Lodge Pineview cabin on Winter, Wisconsin.
Exterior

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.
Mia's Black Dog Lodge, a wonderful Chalet on Big Lake Chetac
Interior

Mia's Black Dog Lodge, a wonderful Chalet on Big Lake Chetac

10.0 out of 10, Exceptional, (90)
"The house was exactly as advertised. Thank you!"
Mia's Black Dog Lodge, a wonderful Chalet on Big Lake Chetac
ATV riders! Private wooded lot, cottage access to trails! Dogs! Firepit!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (24)
"Nice, new place to stay. We stayed plenty warm during a cold hunting weekend "
ATV riders! Private wooded lot, cottage access to trails! Dogs! Firepit!
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
Exterior

Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin

8.8 out of 10, Excellent, (17)
"Owner made the check in process a breeze. Quaint and great spot in a nice location, definitely will be staying again. Thank you Bucktail Lodge! "
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
Cozy Birchwood Condo on Tagalong Golf Course!
Exterior

Cozy Birchwood Condo on Tagalong Golf Course!

3.0 star property
Cozy Birchwood Condo on Tagalong Golf Course!
Unit 207 2 Bdrm/ 2 BA
Condo, Multiple Beds, Fireplace, Golf View (Unit 207 2 BDRM/ 2 BA) | Private kitchen

Unit 207 2 Bdrm/ 2 BA

2.0 star property
8.0 out of 10, Very good, (1)
"4 wheeling trip with friends, was a second story unit. Plenty of room for trailers away from the unit."
The price is AU$365
includes taxes & fees
23 Dec - 24 Dec
Unit 207 2 Bdrm/ 2 BA
EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River
1 bedroom, free WiFi, bed sheets

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
Bill's Hideout
Outdoor dining

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 AU$481
includes taxes & fees
23 Dec - 24 Dec
Bill's Hideout
Luxury Cabin, 800+ feet frontage, 733 acre Lake, Hot tub, Pontoon, Fireplace .
Fridge, microwave, oven, stovetop

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 .
Lakefront Wisconsin Cabin with Boat Dock!
TV, fireplace, DVD player

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!
Relax in our English Garden King Suite at The Cobblestone Bed & Breakfast
TV, books

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 AU$432
includes taxes & fees
23 Dec - 24 Dec
Relax in our English Garden King Suite at The Cobblestone Bed & Breakfast
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.
Don't see what you're looking for?
See all available properties in Winter
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

What's the best place to stay in Winter?

AmericInn by Wyndham Ladysmith, located 25.6 mi (41.2 km) from the heart of Winter, is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Holiday Inn Express & Suites Hayward, an IHG Hotel and Northern Lights Inn. See all available top hotels, or vacation rentals in Winter.

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

Spacious Winter Retreat w/ River Access + Kayaks!: This highly rated holiday home rental in Winter offers a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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! 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 are some accommodation options with pools in Winter?

AmericInn by Wyndham 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 feature an on-site pool. View all hotels with pools 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 50 hotels and other accommodation options to choose from. Find out more about Winter.

What should I see while I'm in Winter?

Natural beauty is on display at Lake Winter, Chequamegon National Forest and Flambeau River. A couple of additional sights to add to your itinerary are Winter Town Hall and Perch Lake. 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 April, March, January and February, with each month seeing an average of 26 cm of snowfall.