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

Find hotels in Winter, WI from £69

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winter hotels

AmericInn by Wyndham Ladysmith

AmericInn by Wyndham Ladysmith
3.0 star property
Ladysmith
8.2 out of 10, Very good, (103 reviews)
"Had a great breakfast clean pool and whirlpool."
United States
Kendra
The price is £90
includes taxes & fees
19 Jul - 20 Jul
AmericInn by Wyndham Ladysmith

Quality Inn Ladysmith

Quality Inn Ladysmith
2.5 star property
Ladysmith
8.6 out of 10, Excellent, (277 reviews)
"great hotel, best room ever had!!!"
United States
Ronald
The price is £98
includes taxes & fees
2 Aug - 3 Aug
Quality Inn Ladysmith

Big Chip Lodge. Awesome view. Dock 50' away. Authentic Historical Wisconsin.

Big Chip Lodge. Awesome view. Dock 50' away. Authentic Historical Wisconsin.
Hayward
9.2 out of 10, Wonderful, (135 reviews)
"Gary was very friendly and helped us with everything we needed. Would stay again!! "
United States
Eric B.
Big Chip Lodge. Awesome view. Dock 50' away. Authentic Historical Wisconsin.

Luxury 7,500‑Sq‑Ft Lakefront Lodge, Private Dock & Snowmobile Access

Luxury 7,500‑Sq‑Ft Lakefront Lodge, Private Dock & Snowmobile Access
Hayward
10.0 out of 10, Exceptional, (116 reviews)
"Spacious, great living room, beautiful location "
United States
Jack J.
Luxury 7,500‑Sq‑Ft Lakefront Lodge, Private Dock & Snowmobile Access

Birch Point Resort Condo #17 - Nelson Lake, Hayward Wi

Birch Point Resort Condo #17 - Nelson Lake, Hayward Wi
Hayward
8.6 out of 10, Excellent, (13 reviews)
"The location was nice and the view off the back deck was pretty."
United States
Karla
Birch Point Resort Condo #17 - Nelson Lake, Hayward Wi

Birch Point Resort Condo #18 - Nelson Lake, Hayward

Birch Point Resort Condo #18 - Nelson Lake, Hayward
Hayward
8.4 out of 10, Very good, (18 reviews)
"Great location and comfortable room"
United States
Jeffrey
Birch Point Resort Condo #18 - Nelson Lake, Hayward

Birch Point Resort Kitchenette #12 - Lake Nelson, Hayward

Birch Point Resort Kitchenette #12 - Lake Nelson, Hayward
Hayward
9.8 out of 10, Exceptional, (9 reviews)
"Great place as always "
United States
Nick
Birch Point Resort Kitchenette #12 - Lake Nelson, Hayward

Birch Point Resort Kitchenette #10 - Lake Nelson

Birch Point Resort Kitchenette #10 - Lake Nelson
Hayward
9.2 out of 10, Wonderful, (17 reviews)
"Lovely stay! Easy to find, great location fo the Birkie, clean, real comfy beds and lovely northwoods decor. Everything we needed and nice little kitchenette. "
United States
Amy E.
Birch Point Resort Kitchenette #10 - Lake Nelson

Historic prohibition Lodge next to golf course with private beach

Historic prohibition Lodge next to golf course with private beach
Winter
10.0 out of 10, Exceptional, (3 reviews)
"Everybody at my family reunion had an amazing time. The property was great and Caleb was quick to answer any questions I had. We will definitely be back."
United States
Josh N.
Historic prohibition Lodge next to golf course with private beach

Log Home in the NATIONAL FOREST. ATV/SNOWMOBILE TRAIL CROSS OUR PROPERTY

Log Home in the NATIONAL FOREST. ATV/SNOWMOBILE TRAIL CROSS OUR PROPERTY
Hayward
9.6 out of 10, Exceptional, (157 reviews)
"We had a fantastic stay for the Berkebeiner and the cabin was super clean with all of the amenities you could hope for! Thank you Don and Barb!"
United States
Travis M.
Log Home in the NATIONAL FOREST. ATV/SNOWMOBILE TRAIL CROSS OUR PROPERTY

Birch Point Resort Kitchenette #11

Birch Point Resort Kitchenette #11
Hayward
8.6 out of 10, Excellent, (12 reviews)
"Nice place"
United States
Teresa C.
Birch Point Resort Kitchenette #11

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

The Lodge on Lake of the Pines - enjoy the Northwoods in comfort!
Loretta
9.6 out of 10, Exceptional, (9 reviews)
"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 £522
includes taxes & fees
30 Jul - 31 Jul
The Lodge on Lake of the Pines - enjoy the Northwoods in comfort!

Birch Point Resort Condo #19 - Nelson Lake, Hayward

Birch Point Resort Condo #19 - Nelson Lake, Hayward
Hayward
8.0 out of 10, Very good, (17 reviews)
Birch Point Resort Condo #19 - Nelson Lake, Hayward

Northwoods Motels

Northwoods Motels
2.5 star property
Ladysmith
6.6 out of 10, (153 reviews)
"They didnt have breakfast but the staff was friendly!"
United States
William
Northwoods Motels

Birch Point Resort Condo #20 - Nelson Lake, Hayward

Birch Point Resort Condo #20 - Nelson Lake, Hayward
Hayward
7.8 out of 10, Good, (14 reviews)
"Comfortable beds! "
United States
Stephanie V.
Birch Point Resort Condo #20 - Nelson Lake, Hayward

Spacious cabin minutes from recreational trails & Round Lake

Spacious cabin minutes from recreational trails & Round Lake
Hayward
10.0 out of 10, Exceptional, (17 reviews)
"Great place. Plenty of beds and nice and clean!"
United States
Mitch P.
Spacious cabin minutes from recreational trails & Round Lake

Northwoods Rustic Lodge steps away from Round Lake in Richardson Bay & Pontoon

Northwoods Rustic Lodge steps away from Round Lake in Richardson Bay & Pontoon
Hayward
9.6 out of 10, Exceptional, (23 reviews)
"Lots of great space for all 8 of us! Powell’s next door was good too!"
United States
Susan E.
Northwoods Rustic Lodge steps away from Round Lake in Richardson Bay & Pontoon
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Winter attractions

Learn more about Winter

Snowmobilers and ice fishers flock to Winter's frozen lakes, where the Tuscobia State Trail offers prime access for winter sports enthusiasts. Warm up at the Winter Greenhouse with its tropical plants, then ask locals about nearby Flambeau River State Forest for summer kayaking adventures.

A snow-covered landscape with a red barn and coniferous trees.

Top Winter Hotel Reviews

More cheap stays in Winter

Frequently asked questions

What is the best area to stay in Winter?
The best area to stay in Winter, Wisconsin, is typically right in the village centre or along the shores of Lake Winter.

For travellers seeking convenience and direct access to amenities, staying in the village centre is ideal. The main street, often referred to as Highway 70, runs through the heart of Winter and offers easy access to local shops, eateries, and essential services. This area provides a practical base for exploring the surrounding natural beauty while having everything you need close at hand.

Couples looking for a peaceful retreat with scenic views often prefer accommodations along Lake Winter. Many properties here offer direct lake access, allowing for activities like fishing, kayaking, or simply enjoying the quiet surroundings.
What are the best family hotels in Winter?
For family-friendly hotels in Winter, Wisconsin, consider "Upscale Accommodations" with an "Up North" location. and Hunter Lake Lodge.

"Upscale Accommodations" with an "Up North" location. has a superb 10.0 rating and is well-suited for families. It offers a TravelCrib, an outdoor play area for children, books, games, and a playground. The hotel also provides a kitchen, which is very convenient for families. The Flambeau River is just under 30 km away.

Another excellent choice is Hunter Lake Lodge, also with a superb 10.0 rating. This lodge features games, toys, and books for children. It boasts a lovely lake view and a lakefront location, with Barker Lake only 2.9 km away and Chequamegon National Forest 27.6 km distant.
What are the most romantic hotels in Winter for couples?
For a romantic getaway in Winter, Wisconsin, consider the highly-rated Hunter Lake Lodge or the luxurious "Upscale Accommodations" with an "Up North" location.

Hunter Lake Lodge, with a superb 10.0 rating, is a wonderful choice for couples. It boasts magnificent lake views and a prime lakefront location, superb for intimate moments. Each accommodation includes a kitchen, along with a patio, deck, or porch, allowing for private relaxation. It is also conveniently located just 2.9 km from Barker Lake and 27.6 km from the Chequamegon National Forest.

Another excellent option is the "Upscale Accommodations" with an "Up North" location, also rated a superb 10.0. This luxurious property offers accommodations with a kitchen, a balcony, and a patio or deck, providing ample space for couples to unwind. Some rooms also feature a cosy fireplace and air conditioning for ultimate comfort. The Flambeau River is just 29.3 km away, offering opportunities for peaceful outings.
What are the best hotels in Winter near Flambeau River?
For hotels in Winter near Flambeau River, the "Upscale Accommodations" with an "Up North" location is an excellent choice.

This accommodation, rated 10.0, is located 29.3 km from Flambeau River. It offers a travel crib, an outdoor play area for children, and a playground, making it very suitable for families. Additionally, guests can enjoy a full kitchen and outdoor spaces such as a balcony, deck, patio, or lanai.
When is the best time to go to Winter?
The best time to go to Winter, Wisconsin, depends entirely on what you want to experience, as the town truly lives up to its name with distinct seasonal offerings.

If you're seeking classic winter activities, the period from December to March is ideal. This is when the area is typically covered in snow, superb for snowmobiling on the extensive trail system, ice fishing on the many frozen lakes like Lake Winter, or cross-country skiing through the quiet forests. Many accommodations offer direct trail access, making it convenient for adventurers.

For those who prefer warmer weather and water-based fun, July and August are excellent. The lakes are superb for swimming, boating, and fishing, and the surrounding forests are lush for hiking. This time of year also sees local festivals and outdoor events, offering a more relaxed, summery pace.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winter.
How can I save on a Winter hotel booking with Expedia?
Members always get our best prices. Find our best Winter hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Winter hotel?
Prices for hotels in Winter often vary, but you can find a great deal from £69 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia