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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, (89 reviews)
"Room was OK ,,,,Staff also was OK . Was at hotel 7 nights ,, .Breakfast first day was good,,, The rest of the time we ate out .. No fruit and very little to choose from ,,,,Parking was excellent,,,,,"
Canada
Ken
$112 nightly
The price is $125
May 24 - May 25
Total with taxes and fees
AmericInn by Wyndham Ladysmith

Quality Inn Ladysmith

Quality Inn Ladysmith
2.5 star property
Ladysmith
8.6 out of 10, Excellent, (263 reviews)
"We had a great two day stay at your lodge"
United States
Dennis
$116 nightly
The price is $129
May 17 - May 18
Total with taxes and fees
Quality Inn Ladysmith

Birch Point Resort Condo #15 - Nelson Lake, Hayward

Birch Point Resort Condo #15 - Nelson Lake, Hayward
Hayward
9.4 out of 10, Exceptional, (16 reviews)
"Beautiful, safe setting."
United States
Tom P.
Birch Point Resort Condo #15 - Nelson Lake, Hayward

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, (133 reviews)
"Great spot, Gary the host was very welcoming and answered any questions right away"
United States
jason l.
Big Chip Lodge. Awesome view. Dock 50' away. Authentic Historical Wisconsin.

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 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

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, (2 reviews)
"Amazing property with a ton of history. If you are ok with an old, historic losge and cabins with patina and rustic charm, this is the place for you and 46 of your favorite people!"
United States
Frederick D.
Historic prohibition Lodge next to golf course with private beach

Birch Point Resort Kitchenette #11

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

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)
"It was a pleasant place to stay at and beautiful view of the lake. "
United States
Paul
Birch Point Resort Condo #19 - Nelson Lake, Hayward

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, (112 reviews)
"We loved the cabin and ambiance of the place! Had everything we needed. "
United States
Carrie J.
Luxury 7,500‑Sq‑Ft Lakefront Lodge, Private Dock & Snowmobile Access

Birch Point Resort Condo #20 - Nelson Lake, Hayward

Birch Point Resort Condo #20 - Nelson Lake, Hayward
Hayward
7.6 out of 10, Good, (13 reviews)
"The property was nice and the area was beautiful. I just wish the bathroom door and area expressed the door was a little bit bigger."
United States
Anonymous traveler
Birch Point Resort Condo #20 - Nelson Lake, Hayward

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, (154 reviews)
"Awesome cabin and property, pet friendly, well stocked kitchen-had everything we needed!!"
United States
Ronda S.
Log Home in the NATIONAL FOREST. ATV/SNOWMOBILE TRAIL CROSS OUR PROPERTY

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
10.0 out of 10, Exceptional, (3 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.
$560 nightly
The price is $591
May 12 - May 13
Total with taxes and fees
The Lodge on Lake of the Pines - enjoy the Northwoods in comfort!

Lakewoods Resort & Lodge

Lakewoods Resort & Lodge
2.5 star property
Cable
6.8 out of 10, (6 reviews)
"Check in and out ok, but for the most part, there are international workers, the room wasn't cleaned well each day meaning sinks not wiped out or room vacuumed, and the patio door had been used and not shut or locked while we were out, imagine our surprise - fortunately nothing was missing from the room!! but there were fresh towels and the bed was made. The waitresses were slow except for one which was on top of it, otherwise long wait for initial service, long wait for delivery of food,...
United States
Cheryl
Lakewoods Resort & Lodge

Stylish Signature Lodge, nestled in the Forest, with Teal Lake views

Stylish Signature Lodge, nestled in the Forest, with Teal Lake views
Hayward
10.0 out of 10, Exceptional, (2 reviews)
"We’ve stayed in a few different places near Hayward. This is definitely the best - plenty of space, very clean, well-stocked and nice location! John is responsive and helpful. "
United States
Peter L.
Stylish Signature Lodge, nestled in the Forest, with Teal Lake views

"The Whitetail" @ Moxi Lodge and Lounge

"The Whitetail" @ Moxi Lodge and Lounge
Winter
10.0 out of 10, Exceptional, (3 reviews)
"Amazing property with plenty of space for our group. We love Connor’s Lake and will be back next year. Owners were great to work with and made sure we had everything we needed. "
United States
juliesebo S.
"The Whitetail" @ Moxi Lodge and Lounge

Spacious cabin minutes from recreational trails & Round Lake

Spacious cabin minutes from recreational trails & Round Lake
Hayward
10.0 out of 10, Exceptional, (15 reviews)
"Great place. Plenty of beds and nice and clean!"
United States
Mitch P.
Spacious cabin minutes from recreational trails & Round Lake
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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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.

Old red barn next to a snow covered forest in a  Wisconsin

Top Winter Hotel Reviews

More cheap stays in Winter

Hotels in Winter with star-rating

Find out more about Winter

Top reasons to visit Winter

  • Outdoor Adventure: Winter, Wisconsin, is a haven for outdoor enthusiasts, offering skiing, hiking, and beautiful lakes for year-round activities.
  • Scenic Beauty: Visitors can enjoy stunning landscapes and picturesque views, especially at the Hayward Lakefront and nearby state parks.
  • Romantic Getaways: The charming environment makes it an ideal spot for couples seeking a cozy escape amidst nature.
  • Pet-Friendly Accommodations: Winter offers a variety of cozy, inviting lodging options suitable for families and pets.
  • Winter Sports: Local ski resorts provide exciting winter sports opportunities, perfect for thrill-seekers.

Find great hotels in and around Winter

Discover the charm of Winter, Wisconsin, where a variety of lodging options await you, including cozy resorts and inviting lodges. Perfect for families and adventure seekers alike, these pet-friendly accommodations provide a welcoming atmosphere for all travelers. Whether you're searching for luxurious hotel rooms or the best spots to unwind after a day of exploration, Winter has something to offer everyone looking for the ideal getaway.

  • Upscale Accommodations with an Up North Location: This charming resort-style lodging in Winter, Wisconsin, boasts a perfect guest rating of 10.0. It invites travelers to enjoy a myriad of sports and recreational activities, including kayaking, right on-site or nearby. Visitors can unwind while indulging in entertainment options like television and taking in stunning waterfront views. With its budget-friendly pricing and upscale amenities, this accommodation is perfect for those looking to embrace the natural beauty of the North while enjoying modern comforts.
  • Upscale Accommodations with an Up North Location. With an impressive guest rating of 10.0, this family-friendly resort is designed to create memorable vacation experiences for guests of all ages. Located in Winter, it provides a welcoming atmosphere with amenities tailored specifically for children, including a foosball table, video games, and travel cribs. The property not only ensures fun for the little ones but also allows families to bond over shared activities and games, making it an excellent choice for your next family getaway in the North.
  • Live Oak Cabin - Cabin on the Chippewa Flowage within a Resort: Nestled 15 miles from Winter, the Live Oak Cabin is an idyllic escape for nature lovers, holding a perfect guest rating of 10.0. This cabin-style lodging offers easy access to various sports and recreational activities, including kayaking. Guests can enjoy cozy entertainment options like cable or satellite TV, making it a comfortable retreat after a day spent exploring the great outdoors. Experience the tranquility of the Chippewa Flowage while enjoying the rustic charm of this cabin resort.

Where to stay near Winter

Winter, Wisconsin, is an outdoor lover's paradise, offering stunning scenery and romantic getaways. Explore the picturesque Hayward Lakefront for breathtaking views and endless adventure opportunities. With its charming winter retreats, Winter is perfect for family vacations or a cozy escape. Enjoy the crisp winter air and discover the best spots for a memorable Wisconsin winter vacation amidst the serene landscapes.

  • Ojibwa: Situated 5 miles from Winter, Ojibwa is a charming city that offers a delightful escape into nature. With its scenic landscapes and serene lakes, it's a perfect destination for outdoor enthusiasts and couples seeking a romantic getaway. The travel experience is enhanced by a variety of recreational areas, resorts, and campgrounds that cater to visitors year-round. Peak travel months from July to September bring a lively atmosphere, while quieter periods in March to April and December offer a more tranquil experience. Local highlights include the stunning natural state park and picturesque town neighborhoods, making Ojibwa a must-visit for those looking to connect with the outdoors.
  • New Post: Located 10 miles from Winter, New Post is a quaint village that captures the essence of rural Wisconsin. Known for its captivating scenery, this destination is ideal for travelers seeking outdoor adventures and romantic experiences. Visitors can explore hiking trails and recreational areas, all while enjoying the peaceful surroundings. The travel experience is vibrant during peak months from July to September, with a more relaxed vibe in March to April and December. Notable attractions include the nearby lake and the village's charming town hall, providing a wonderful backdrop for both relaxation and exploration.
  • Couderay: About 14 miles from Winter, Couderay is a lively city that welcomes visitors with its year-round outdoor activities and stunning scenery. While it sees peak travel in January and June to July, it remains a great destination for those seeking a romantic escape or an adventure-filled trip at any time of year. Popular activities include golf and access to recreational areas, ensuring that visitors have plenty of options for fun. Local attractions like the beautiful lake and national state park enrich the travel experience, making Couderay a fantastic choice for nature lovers and adventurers alike.

Things to do in Winter

Winter, Wisconsin, offers a perfect getaway for outdoor enthusiasts and couples seeking a romantic escape. Enjoy winter sports at local ski resorts, explore scenic trails for hiking adventures, and take advantage of the recreational areas. Golf lovers can also find opportunities to play amidst beautiful landscapes. Whether you’re hitting the slopes or enjoying nature, Winter provides a delightful mix of activities for an unforgettable vacation.

Shopping

In Winter, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, visit the nearby Phillips Plaza, offering a variety of retail options, or head to the Hayward Shopping Center for more extensive shopping experiences.

Recreation

In Winter, Wisconsin, enjoy rejuvenating treatments at the Northwoods Spa, where natural ingredients enhance your wellness experience. For recreation, explore the stunning hiking trails in the Chequamegon National Forest, or unwind with fishing and kayaking on the serene Flambeau River, immersing yourself in nature's tranquility.

Adventure

Experience the thrill of snowmobiling on scenic trails around Winter, Wisconsin, where you can explore beautiful winter landscapes. For a unique adventure, try ice fishing on one of the local lakes, enjoying the peaceful surroundings while waiting for a catch.

Nightlife

Explore the laid-back vibe at The Rustic Tavern, where you can enjoy local brews and friendly conversation. For a lively night, visit The Winter Dance Hall for live music and dancing, immersing yourself in the community's spirit and rhythm.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winter

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winter are April and November to December, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winter is Tuesday. The most expensive day to stay in Winter is Thursday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to narrow down your options based on your budget, preferred location, and the type of hotel you’re looking for. To find the most affordable prices and special offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your winter hotel reservations with your flights and activities through an Expedia package.

Find the best attractions in and around Winter

Winter, Wisconsin offers a perfect backdrop for outdoor enthusiasts and romantic getaways, featuring beautiful lakes, scenic islands, and nearby state parks. Visitors can enjoy a variety of attractions that highlight the area's stunning natural beauty, making it an ideal spot for those seeking adventure, relaxation, and picturesque views. Whether you're looking to explore the great outdoors or simply unwind by the water, Winter has something for everyone.

  • Ojibwa State Park: Located a mere 3 miles from Winter, Ojibwa State Park offers breathtaking scenery and a wealth of outdoor adventures. Visitors can explore hiking trails, enjoy picnicking spots, and immerse themselves in nature's beauty, perfect for those looking to unwind or seek adventure.
  • Lake Winter: Situated within Winter, Lake Winter is a serene destination for beach lovers and romantics alike. With its picturesque views and outdoor activities, it's an ideal spot for swimming, fishing, or simply relaxing by the water's edge.
  • Headflyer Island: Just 8 miles from Winter, Headflyer Island is a tranquil getaway. This island boasts beautiful beaches and outdoor activities, making it a perfect place for a day of exploration or relaxation surrounded by nature.

Best time to go to Winter

The best time to visit Winter can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winter falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winter falls in January, visitor numbers are average and weather is very cloudy with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January12.0°F (-11.1°C)No RainVery CloudyAverageAverage
February14.2°F (-9.9°C)No RainVery CloudySlightly LowAverage
March28.4°F (-2.0°C)Light RainMostly CloudySlightly LowAverage
April39.2°F (4.0°C)Light RainMostly CloudyAverageSlightly Low
May54.1°F (12.3°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnySlightly HighSlightly High
July68.5°F (20.3°C)Light RainMostly SunnySlightly HighSlightly High
August66.4°F (19.1°C)Light RainMostly SunnySlightly HighSlightly High
September59.0°F (15.0°C)Light RainMostly SunnyAverageAverage
October45.0°F (7.2°C)Light RainMostly CloudySlightly LowAverage
November31.3°F (-0.4°C)Light RainMostly CloudyAverageSlightly Low
December18.7°F (-7.4°C)Light RainMostly CloudyAverageSlightly Low

The nearest major airports for your trip to Winter

To visit Winter, Wisconsin, you have several airport options. Duluth International Airport (DLH) is located 90 miles away, with nearby hotels like Fitger's Inn and Pier B Resort, both 5 miles from the airport, offering various transportation services. Mosinee Airport (CWA) is 97 miles away, featuring hotels such as Jefferson Street Inn and Holiday Inn & Suites Wausau-Rothschild, both 6 miles from the airport. EAU Claire Airport (EAU) is the closest at 70 miles, with hotel options like The Lismore Eau Claire, just 4 miles from the airport. All these hotels provide accessible transportation to their respective airports, ensuring a smooth travel experience.

Frequently asked questions

What is the best area to stay in Winter?
The best area to stay in Winter, Wisconsin, is directly within the town of Winter itself, particularly near Main Street, for convenient access to local amenities and the surrounding natural attractions.

Winter's Main Street area offers a central location with easy access to local shops, eateries, and essential services. This small town is a gateway to the region's extensive outdoor activities, including numerous lakes and trails. For those who appreciate a quiet, less crowded setting, Winter provides a relaxing base.

Families will find Winter a good fit due to its proximity to outdoor recreational opportunities. Nearby lakes like Lake Winter and Barker Lake offer fishing, boating, and swimming, while the local trails are excellent for hiking and exploring nature. The slower pace of the town allows families to enjoy quality time together without the distractions of a larger city.

Couples looking for a peaceful retreat will also enjoy staying in Winter. The area provides opportunities for quiet walks, scenic drives, and enjoying the natural beauty of northern Wisconsin.
What are the best family hotels in Winter?
For the best family-friendly hotels in Winter, consider the highly-rated "Upscale Accommodations" with an "Up North" location. and Hunter Lake Lodge awaits....

The "Upscale Accommodations" with an "Up North" location., boasting a superb 10.0 rating, is an excellent choice for families. This accommodation offers a range of family-focused amenities including books and games for children, a travel crib, a playground, and an outdoor play area. It also features a full kitchen, along with a porch, lanai, deck, patio, or balcony for outdoor enjoyment. Conveniently, the Flambeau River is just over 18 miles away.

Another outstanding option is Hunter Lake Lodge awaits..., which also holds a superb 10.0 rating. This lodge provides children's books, games, and toys, ensuring plenty of entertainment for younger guests. Its lake view and site location directly on a lake are ideal for families looking to enjoy water activities. The lodge is located less than 2 miles from Barker Lake and approximately 17 miles from the Chequamegon National Forest. Find more child-friendly accommodations in Winter
What are the most romantic hotels in Winter for couples?
For a romantic getaway in Winter, Wisconsin, consider the luxurious Hunter Lake Lodge.

Hunter Lake Lodge, with a superb 10.0 review rating, offers stunning lake views and is equipped with a full kitchen, a patio, a porch or lanai, and a deck or patio, providing ample space for relaxation. It is conveniently located near Barker Lake, just 1.8 miles away, and the expansive Chequamegon National Forest, 17.2 miles from the property.
What are the best hotels in Winter near Flambeau River?
For accommodations near the Flambeau River in Winter, two excellent options are available: Hunter Lake Lodge and Upscale Accommodations with an Up North location.

Hunter Lake Lodge, boasting a great 10.0 review rating, offers a wonderful lake view and is conveniently situated near Barker Lake, just 1.8 miles away. This lodge is particularly well-suited for families, providing books, games, and toys specifically for children.

Another highly-rated choice, also with a great 10.0 review score, is Upscale Accommodations with an Up North location. This lodging is located 18.2 miles from the Flambeau River. It is designed with families in mind, featuring a playground, an outdoor play area for children, and a travel crib. Additionally, guests can enjoy a full kitchen, a porch or lanai, a deck or patio, and a balcony or patio for relaxation.
When is the best time to go to Winter?
The best time to go to Winter, Wisconsin, depends on the activities you're interested in, with distinct seasons offering different experiences.

For those seeking classic winter activities, the months of December through March are ideal. During this period, the area is typically covered in snow, making it great for snowmobiling on the extensive trail system, cross-country skiing, and ice fishing on the many frozen lakes. Expect cold temperatures and the full winter wonderland experience.

If you prefer warmer weather and outdoor recreation, the summer months from June through August are excellent. This is the prime time for fishing, boating, and swimming in the area's lakes and rivers. Hiking and biking trails are also fully accessible, offering opportunities to explore the natural beauty.
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?
With Expedia, you earn OneKeyCash™* on eligible Winter hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $88 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.

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