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

Best Resorts in Winter

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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
$139 nightly
The price is $152
Nov 22 - Nov 23
Total with taxes and fees
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
$125 nightly
The price is $137
Oct 26 - Oct 27
Total with taxes and fees
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
$104 nightly
The price is $116
Nov 8 - Nov 9
Total with taxes and fees
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
$108 nightly
The price is $118
Nov 19 - Nov 20
Total with taxes and fees
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
$84 nightly
The price is $92
Nov 10 - Nov 11
Total with taxes and fees
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
$118 nightly
The price is $132
Nov 11 - Nov 12
Total with taxes and fees
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
$85 nightly
The price is $93
Oct 25 - Oct 26
Total with taxes and fees
Timber Inn
Wildwood Escapes-Chippewa River Cabin is located 40 SE of Hayward, WI.

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.
$514 nightly
The price is $543
Nov 16 - Nov 17
Total with taxes and fees
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
$241 nightly
The price is $264
Oct 25 - Oct 26
Total with taxes and fees
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
$110 nightly
The price is $116
Nov 1 - Nov 2
Total with taxes and fees
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
$85 nightly
The price is $93
Oct 24 - Oct 25
Total with taxes and fees
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
$150 nightly
The price is $163
Oct 23 - Oct 24
Total with taxes and fees
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.
$125 nightly
The price is $137
Oct 25 - Oct 26
Total with taxes and fees
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.
$574 nightly
The price is $581
Oct 25 - Oct 26
Total with taxes and fees
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
A wooden cabin interior with a fireplace, seating area, and a television.

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
$364 nightly
The price is $384
Oct 23 - Oct 24
Total with taxes and fees
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.
$670 nightly
The price is $734
Nov 1 - Nov 2
Total with taxes and fees
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.
$331 nightly
The price is $352
Nov 1 - Nov 2
Total with taxes and fees
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.
$145 nightly
The price is $153
Oct 23 - Oct 24
Total with taxes and fees
Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.
Coffee and/or coffee maker

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.
$286 nightly
The price is $303
Oct 29 - Oct 30
Total with taxes and fees
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.
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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
2,655
Accommodation
1 Resorts
Lowest Price
$92
Highest Price
$734

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.

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