Search Resorts in Winter

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Resorts in Winter

No exact matches found, but these alternatives could be just right

Recommended hotels in Winter

Terrace/patio
The Lodge on Lake of the Pines - enjoy the Northwoods in comfort!

The Lodge on Lake of the Pines - enjoy the Northwoods in comfort!

2.0 star property
Loretta
10.0 out of 10, Exceptional, (3)
"This cabin is perfect for a group! The listing was exactly as described, beautiful property, and the lake is not busy. The host responds quickly and everything went great! "
United States
Jacqueline D.
The price is SAR 1,783
SAR 2,942 total
includes taxes & fees
10 Dec - 11 Dec
The Lodge on Lake of the Pines - enjoy the Northwoods in comfort!
Desk, blackout drapes, soundproofing, iron/ironing board
AmericInn by Wyndham Ladysmith

AmericInn by Wyndham Ladysmith

2.5 star property
Ladysmith
8.2 out of 10, Very Good, (74)
"The rooms were clean and I liked that the parking lot wasn’t congested the way it’s set up. "
United States
Christopher
The price is SAR 428
SAR 477 total
includes taxes & fees
30 Dec - 31 Dec
AmericInn by Wyndham Ladysmith
Lobby
Super 8 by Wyndham Phillips

Super 8 by Wyndham Phillips

2.0 star property
Phillips
8.0 out of 10, Very Good, (246)
"Clean rooms and Friendly Staff"
United States
Judy
The price is SAR 316
SAR 346 total
includes taxes & fees
4 Jan - 5 January 2026
Super 8 by Wyndham Phillips
Reception
AmeriVu Inn

AmeriVu Inn

2.0 star property
Park Falls
8.0 out of 10, Very Good, (385)
"Room was very clean. Quiet location. Helpful staff."
United States
Troy
The price is SAR 331
SAR 364 total
includes taxes & fees
21 Dec - 22 Dec
AmeriVu Inn
Lobby sitting area
Northern Lights Inn

Northern Lights Inn

2.5 star property
Park Falls
8.0 out of 10, Very Good, (189)
"Park Falls has few hotel options, but Northern Lights is always my top option. Convenient location on Hwy 13, right next to the bowling alley and a Kwik Trip! Nothing fancy, but always comfy and friendly."
United States
Brittany
The price is SAR 363
SAR 399 total
includes taxes & fees
15 Dec - 16 Dec
Northern Lights Inn
Exterior
Quality Inn

Quality Inn

2.5 star property
Ladysmith
8.8 out of 10, Excellent, (235)
"Nice stay."
United States
Garry
The price is SAR 380
SAR 423 total
includes taxes & fees
14 Dec - 15 Dec
Quality Inn
Standard Room, 1 King Bed, Patio, Lake View | Terrace/patio
Timber Inn

Timber Inn

2.0 star property
Phillips
6.8 out of 10, (296)
"Easy Check-in"
United States
Greg
The price is SAR 285
SAR 312 total
includes taxes & fees
8 Dec - 9 Dec
Timber Inn
Exterior
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, (641)
"Very outstanding food and selection. Location and surroundings were GREAT"
United States
Richard
The price is SAR 477
SAR 522 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Hayward by IHG
Fridge, microwave, oven, stovetop
Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.

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

2.0 star property
Ojibwa
10.0 out of 10, Exceptional, (13)
"Very cozy, perfect for a family. Had everything we needed. "
United States
Erica C.
The price is SAR 422
SAR 738 total
includes taxes & fees
10 Dec - 11 Dec
Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.
WiFi, bed sheets
Red Pines - Elk Lake #6A | Studio, 1 Bath

Red Pines - Elk Lake #6A | Studio, 1 Bath

Phillips
9.4 out of 10, Exceptional, (10)
"Quiet, peaceful place that was perfect for a weekend getaway. The room was clean and well stocked. "
United States
Karan B.
The price is SAR 426
SAR 570 total
includes taxes & fees
8 Dec - 9 Dec
Red Pines - Elk Lake #6A | Studio, 1 Bath
Terrace/patio
Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.

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

2.0 star property
Hawkins
9.8 out of 10, Exceptional, (19)
"Amazing place to stay! So convenient and affordable, always a pleasure to stay😊"
United States
Hannah
The price is SAR 469
SAR 574 total
includes taxes & fees
8 Dec - 9 Dec
Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.
Deluxe Suite, 1 Bedroom, Kitchen | Terrace/patio
Telemark Northwoods Lodging

Telemark Northwoods Lodging

3.5 star property
Cable
9.0 out of 10, Wonderful, (316)
"Colors of the trees were beautiful, staff helpful, trails plentiful and walkable."
United States
Kenneth
The price is SAR 554
SAR 1,170 total
includes taxes & fees
8 Dec - 9 Dec
Telemark Northwoods Lodging
Interior
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

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

Hayward
8.8 out of 10, Excellent, (8)
"Quiet resort. I really enjoyed spending time with my family and just getting away for a week."
United States
Shelli H.
The price is SAR 375
SAR 514 total
includes taxes & fees
8 Dec - 9 Dec
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Smart TV, fireplace
Ladysmith Cozy Cottage - Copper Tub - Waterfront

Ladysmith Cozy Cottage - Copper Tub - Waterfront

2.0 star property
Ladysmith
10.0 out of 10, Exceptional, (2)
"Booked this place for me and my girlfriend to get away, relax, and recharge after the holidays. This Cozy Cottage was just the thing. We had a fantastic time and everything was as advertised. Would recommend this place to anyone looking to visit the Ladysmith, WI area."
United States
Jesse K.
The price is SAR 516
SAR 936 total
includes taxes & fees
8 Dec - 9 Dec
Ladysmith Cozy Cottage - Copper Tub - Waterfront
Fridge, microwave, oven, stovetop
Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails

Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails

Phillips
9.4 out of 10, Exceptional, (22)
"Very nice place enjoyed family time"
United States
Cheryl B.
The price is SAR 676
SAR 847 total
includes taxes & fees
8 Dec - 9 Dec
Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails
Property grounds
Rustic campground in Butternut

Rustic campground in Butternut

1.0 star property
Butternut
The price is SAR 169
SAR 257 total
includes taxes & fees
8 Dec - 9 Dec
Rustic campground in Butternut
Fridge, microwave, oven, stovetop
Lakefront Cabin on LCO - The Sunset Escape

Lakefront Cabin on LCO - The Sunset Escape

Hayward
9.6 out of 10, Exceptional, (4)
"We loved the house. It was exactly as pictured and described. The view was amazing. We sat on the dock one of the evenings we were there and watched the sunset. Beautiful! The house was very clean and well stocked with things we needed. "
United States
Kerri S.
The price is SAR 650
SAR 1,880 total
includes taxes & fees
16 Dec - 17 Dec
Lakefront Cabin on LCO - The Sunset Escape
WiFi, bed sheets
Chip-Wa Lodging Room 1

Chip-Wa Lodging Room 1

Hunter
10.0 out of 10, Exceptional, (2)
"Enjoyed our stay. Cozy and quaint."
United States
Thane B.
The price is SAR 431
SAR 611 total
includes taxes & fees
8 Dec - 9 Dec
Chip-Wa Lodging Room 1
Property grounds
Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.

Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.

Butternut
10.0 out of 10, Exceptional, (75)
"Amazing property right on the lake.100% worth staying there"
United States
Adam M.
The price is SAR 439
SAR 1,192 total
includes taxes & fees
8 Dec - 9 Dec
Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.
Fridge, microwave, oven, stovetop
Red Pines - Elk Lake Condo #1 | 3 Bedroom, 1.5 Bath

Red Pines - Elk Lake Condo #1 | 3 Bedroom, 1.5 Bath

Phillips
10.0 out of 10, Exceptional, (13)
"Fantastic Place !!!!!! It was great and exactly what we needed!"
United States
Ryan
The price is SAR 604
SAR 781 total
includes taxes & fees
8 Dec - 9 Dec
Red Pines - Elk Lake Condo #1 | 3 Bedroom, 1.5 Bath
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

Holiday Inn Express & Suites Hayward by IHG

Holiday Inn Express & Suites Hayward by IHG

10/10 Excellent
"Amazing stay with pretty lake views, and wonderful with two young kids. Big, open common spaces with activities/games for adults and kids. Pool was great, hot tub jets were not working but it was hot and circulating, sauna was hot and spacious but the benches could use fixing. Room was recently renovated, two queen beds and a pull out couch - microwave and mini fridge too. Overall a great property for our two nights. "
Hilary 2-night trip
Posted 6 days ago
Holiday Inn Express & Suites Hayward by IHG

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?
"Upscale Accommodations" with an "Up North" location! - Family-friendly resort. Features a hot tub. "Upscale Accommodations" with an "Up North" location! - Has a garden. "Upscale Accommodations" with an "Up North" location! - Enjoy the garden.
What can I do in Winter?
Lake Winter, Perch Lake, and Chequamegon National Forest are a few of the interesting sights to visit. Additional attractions in the area include Flambeau River and Barker Lake.
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.