Find luxury hotels in Winter, WI

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Check availability on Winter Luxury Hotels

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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.
$743 nightly
The price is $784
Dec 11 - Dec 12
Total with taxes and fees
The Lodge on Lake of the Pines - enjoy the Northwoods in comfort!
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, (642)
"Very outstanding food and selection. Location and surroundings were GREAT"
United States
Richard
$127 nightly
The price is $139
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Hayward by IHG
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
$116 nightly
The price is $129
Dec 21 - Dec 22
Total with taxes and fees
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
$84 nightly
The price is $92
Jan 4 - Jan 5, 2026
Total with taxes and fees
Super 8 by Wyndham Phillips
Exterior
Quality Inn Ladysmith

Quality Inn Ladysmith

2.5 star property
Ladysmith
8.8 out of 10, Excellent, (237)
"Yes everything was well done"
Canada
Ken
$104 nightly
The price is $116
Dec 21 - Dec 22
Total with taxes and fees
Quality Inn Ladysmith
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
$90 nightly
The price is $100
Dec 29 - Dec 30
Total with taxes and fees
Northern Lights Inn
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
$97 nightly
The price is $107
Dec 16 - Dec 17
Total with taxes and fees
AmeriVu 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
$76 nightly
The price is $83
Dec 11 - Dec 12
Total with taxes and fees
Timber Inn
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
$301 nightly
The price is $330
Dec 11 - Dec 12
Total with taxes and fees
Telemark Northwoods Lodging
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.
$224 nightly
The price is $249
Dec 11 - Dec 12
Total with taxes and fees
Ladysmith Cozy Cottage - Copper Tub - Waterfront
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

Frequently asked questions

Are you searching for the perfect hotel for your luxury holiday in Winter?
Amenities are an important consideration when you plan a vacation, so we make it easy to find what you need to make your stay special. If you want a posh hotel that has a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Winter has to offer. Winter has some interesting things to see and do including Lake Winter and Perch Lake, so you might want to take in the local sights during your visit.
When can I expect good weather in Winter?
Planning for the weather is a good way to make your trip to Winter relaxing and enjoyable, especially when you're splurging. 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.
What's there to see and do in Winter?
Take in the sights and attractions that Winter offers with a visit to Lake Winter, Perch Lake, and Chequamegon National Forest. If you have some spare time during your trip, you might want to check out Flambeau River and Barker Lake.

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