A snowy landscape with a red barn and a red shed.

Search Resort Hotels in Winter

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20
No exact matches found, but these alternatives could be just right

Recommended hotels in Winter

A spacious lobby with a large window overlooking a lake, furnished with leather sofas and wooden tables, and featuring rustic decor including antler wall art.

1. Holiday Inn Express & Suites Hayward by IHG

Holiday Inn Express & Suites Hayward by IHG
2.5 star property
Hayward
9.6 out of 10, Exceptional, (721 reviews)
"Great accommodation"
United States
Ben
The price is CA $195
CA $214 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Hayward by IHG
A view through a window of a grassy yard with a lake, trees, and a small building.

2. 2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Hayward
9.2 out of 10, Wonderful, (25 reviews)
"The cabin we slept in was clean however outside on the steps were not clean off nor was the grill ready to use"
United States
Vickie
The price is CA $140
CA $192 total
includes taxes & fees
Oct 27 - Oct 28
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
A hotel room with a large bed, a TV, a desk, a bathtub, and a window with a view of greenery.

3. AmericInn by Wyndham Ladysmith

AmericInn by Wyndham Ladysmith
3.0 star property
Ladysmith
8.2 out of 10, Very good, (130 reviews)
"Room was comfortable and we appreciated the extras in the room; refrigerator, microwave, hair dryer and nice little closet for hanging clothes. Staff was very friendly and helpful. Breakfast item selection was better than expected for a continental breakfast. Will definitely stay there again."
United States
Tammie
The price is CA $147
CA $164 total
includes taxes & fees
Nov 15 - Nov 16
AmericInn by Wyndham Ladysmith
A hotel room with a large bed, two bedside tables, a chair, a wall-mounted air conditioner, and a framed picture.

4. AmeriVu Inn

AmeriVu Inn
2.0 star property
Park Falls
8.0 out of 10, Very good, (408 reviews)
"They could have a better breakfast."
United States
Joseph
The price is CA $151
CA $166 total
includes taxes & fees
Nov 22 - Nov 23
AmeriVu Inn
A dining area with multiple tables and chairs, a door with an exit sign, and a window with a view of the outside.

5. Super 8 by Wyndham Phillips

Super 8 by Wyndham Phillips
2.0 star property
Phillips
8.2 out of 10, Very good, (293 reviews)
"Always a great friendly staff and wonderful stay"
United States
Danny
The price is CA $118
CA $129 total
includes taxes & fees
Nov 10 - Nov 11
Super 8 by Wyndham Phillips
An indoor swimming pool with wooden beams, clear water, and a 30 ft depth marker.

6. Quality Inn Ladysmith

Quality Inn Ladysmith
2.5 star property
Ladysmith
8.8 out of 10, Excellent, (297 reviews)
"I like the large pool and jacuzzi."
United States
Brenda
The price is CA $166
CA $185 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn Ladysmith
A bedroom with a wooden sloped ceiling, a bed with a patterned bedspread, two bedside tables with lamps, and three framed pictures on the wall.

7. Timber Inn

Timber Inn
2.0 star property
Phillips
7.0 out of 10, Good, (335 reviews)
"My family and I had a wonderful stay at the Timber Inn! It is clear that the new owners are putting a lot of time and care into the space. The rooms were clean and comfortable, the amenities were thoughtful, and the staff extremely helpful. Would definitely stay here again when we're in the area!"
United States
Kelsey
The price is CA $119
CA $131 total
includes taxes & fees
Oct 29 - Oct 30
Timber Inn
A tray with breakfast items including eggs, bacon, and a muffin, a glass of orange juice, and a hot tub in the background.

8. Secluded Riverfront Cabin | Hot Tub + Starlink

Secluded Riverfront Cabin | Hot Tub + Starlink
Ojibwa
10.0 out of 10, Exceptional, (48 reviews)
"We had such a good time! "
United States
Dan P.
The price is CA $629
CA $758 total
includes taxes & fees
Nov 8 - Nov 9
Secluded Riverfront Cabin | Hot Tub + Starlink
A wooden deck with two wicker chairs and a table, overlooking a forest with autumn foliage.

9. Telemark Northwoods Lodging

Telemark Northwoods Lodging
3.5 star property
Cable
9.0 out of 10, Wonderful, (329 reviews)
"Good staff"
United States
Adam
The price is CA $118
CA $340 total
includes taxes & fees
Nov 4 - Nov 5
Telemark Northwoods Lodging
Reception

10. Northwoods Motels

Northwoods Motels
2.5 star property
Ladysmith
6.6 out of 10, (153 reviews)
"Great stay!"
United States
Gregory
The price is CA $130
CA $137 total
includes taxes & fees
Nov 3 - Nov 4
Northwoods Motels
A modern kitchen with wooden cabinets, a built-in coffee machine, and a flat-screen TV.

11. Northern Lights Inn

Northern Lights Inn
2.5 star property
Park Falls
7.8 out of 10, Good, (236 reviews)
"Owner was friendly and would stay there again."
United States
Mattison
The price is CA $129
CA $142 total
includes taxes & fees
Oct 24 - Oct 25
Northern Lights Inn
A room with two beds, a desk, a chair, and a window.

12. Chip-Wa Lodging Room 4

Chip-Wa Lodging Room 4
Hunter
10.0 out of 10, Exceptional, (2 reviews)
"Very good as far as the location. My buddies were camping there just down the road. Right now I am wounded after a surgery and didn’t feel well enough to camp or even use a trailer. This place has location and everything else!"
United States
Charles
The price is CA $161
CA $229 total
includes taxes & fees
Oct 23 - Oct 24
Chip-Wa Lodging Room 4
A view through a window of a grassy yard with a pond, trees, and a small building.

13. 2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Hayward
8.4 out of 10, Very good, (11 reviews)
"Cabin was perfect for our needs. Host met us and let us know the important information about the property and let us be. Would stay again."
United States
Katie L.
The price is CA $140
CA $192 total
includes taxes & fees
Oct 27 - Oct 28
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
An outdoor seating area with Adirondack chairs and a fire pit, surrounded by a forested landscape.

14. Kavanagh Bay Resort|Hot Tub&Sauna #1

Kavanagh Bay Resort|Hot Tub&Sauna #1
Hayward
7.2 out of 10, Good, (5 reviews)
"This host was amazing! The house was clean and exactly what we were looking for. The hot tub was warm and an awesome way to relax after a long day of snowmobiling. We definitely look forward to staying here again!!"
United States
Chelsie H.
The price is CA $231
CA $816 total
includes taxes & fees
Oct 25 - Oct 26
Kavanagh Bay Resort|Hot Tub&Sauna #1
A cozy living room with a fireplace, large windows, and a view of a lake.

15. Lake Front Cabin, Media/Game Room, Kayaks, Multi-level deck--NEWLY REMODELED

Lake Front Cabin, Media/Game Room, Kayaks, Multi-level deck--NEWLY REMODELED
Hayward
10.0 out of 10, Exceptional, (19 reviews)
"Great place to getaway and be close to the water!"
United States
mark p.
Lake Front Cabin, Media/Game Room, Kayaks, Multi-level deck--NEWLY REMODELED
Two kayaks on a calm body of water surrounded by trees.

16. Rustic cabin in Ladysmith WI along the Thornapple River! The perfect getaway!

Rustic cabin in Ladysmith WI along the Thornapple River! The perfect getaway!
Ladysmith
The price is CA $260
CA $539 total
includes taxes & fees
Nov 22 - Nov 23
Rustic cabin in Ladysmith WI along the Thornapple River! The perfect getaway!
A lakeside campsite with a wooden deck, chairs, and a canoe.

17. Lake Cabin · Hot Tub · Fire Pit · Free Firewood

Lake Cabin · Hot Tub · Fire Pit · Free Firewood
Hayward
9.8 out of 10, Exceptional, (25 reviews)
"the place is in good shape and the location is awesome. "
United States
Kevin R.
The price is CA $418
CA $1,031 total
includes taxes & fees
Nov 4 - Nov 5
Lake Cabin · Hot Tub · Fire Pit · Free Firewood
A spacious living area with a wooden floor, a sofa, a coffee table, and a kitchen area with a large window.

18. Renovated cabin on Lac Courte Oreilles Lake - minutes from trails!

Renovated cabin on Lac Courte Oreilles Lake - minutes from trails!
Northwoods Beach
10.0 out of 10, Exceptional, (26 reviews)
"Our second time staying and we love it! We especially enjoyed the addition of the front/lake facing deck "
United States
ANN M.
The price is CA $266
CA $494 total
includes taxes & fees
Nov 1 - Nov 2
Renovated cabin on Lac Courte Oreilles Lake - minutes from trails!
Private kitchen

19. Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.

Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.
Hawkins
10.0 out of 10, Exceptional, (29 reviews)
"Great place, location and hosts. "
United States
Paul H.
The price is CA $176
CA $215 total
includes taxes & fees
Oct 25 - Oct 26
Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.
Interior

20. Ultimate Hayward Trailhead Cabin

Ultimate Hayward Trailhead Cabin
Hayward
10.0 out of 10, Exceptional, (1 review)
"My husband and I had a wonderful stay at this cabin. The pictures and description are totally accurate. The home was clean, well furnished and as comfortable as home including the beds. The kitchen was well equipped with everything we needed and the linnens were fresh, new and plush. The shower is spacious and there was plenty of hot water. The screened porch was wonderful to sit out in the afternoon and watch the leaves fall in the breeze. (We were there early October). We found lots of...
United States
Joan O.
The price is CA $210
CA $421 total
includes taxes & fees
Oct 30 - Oct 31
Ultimate Hayward Trailhead Cabin
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Hotel Reviews

Super 8 by Wyndham Phillips

Super 8 by Wyndham Phillips

10/10 Excellent
"Staff was very nice and always willing to help and do anything to help make our stay better."
Marianne 2-night trip
Posted 2 days ago
Super 8 by Wyndham Phillips

Find out more about Winter

Winter Resorts information

Number of reviews
Accommodation
 Resorts
Lowest Price
Highest Price

Frequently asked questions

What can I expect from a resort vacation in Winter?
Longing for a relaxing getaway? Treat yourself to all the luxuries and comforts of a resort, where you can find everything you need for your vacation from tasty food and drink options to activities and shopping. Browse the resort options in the area and discover the one that's best for you, whether you see yourself kicking back in a suite with stunning views or hitting the golf course for an afternoon game.
What's a top resort in Winter?
Our highest-rated resort near Winter: Enjoy 3 full-size units! Long Lake North – Luxury Lakeside Complex - Beach resort. 29.7 mi (47.7 km) from Winter.
What can I do in Winter?
Lake Winter, Barker Lake, and Lake Chippewa are a few of the interesting sights to visit. Additional attractions in the area include Chequamegon National Forest and Flambeau River.
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 April, March, January, and February, with each month seeing an average of 10 inches of snowfall.

Explore a world of travel with Expedia