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Our top choices for Winter hotels

AmericInn by Wyndham Ladysmith

AmericInn by Wyndham Ladysmith
2.5 star property
Ladysmith
8.2 out of 10, Very Good, (78 reviews)
"Clean room. Adequate accommodations. It’s a decent place to stay. Staff is nice and the facilities are clean. "
United States
Rai
$86 nightly
The price is $96
Feb 12 - Feb 13
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, (247 reviews)
"Very clean and very nice staff"
United States
Timothy
$93 nightly
The price is $103
Feb 15 - Feb 16
Total with taxes and fees
Quality Inn Ladysmith

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

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

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

El Rancho Motel

El Rancho Motel
2.0 star property
Ladysmith
7.0 out of 10, Good, (56 reviews)
"The place is closed. Too bad Travelocity doesn’t know this. I hope you didn’t give them any of my money !!!! Fortunately I was able to find other arrangements. "
United States
Scott
El Rancho Motel
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

  • Winter Sports: Enjoy skiing and snowboarding at local resorts, perfect for thrill-seekers and winter sports enthusiasts.
  • Scenic Hiking Trails: Explore picturesque hiking trails that showcase the stunning winter landscapes of the area.
  • Charming Downtown: Discover cozy amenities and local shops in the charming downtown area, ideal for leisurely strolls.
  • Beautiful Lakes and Islands: Experience the tranquility of beautiful lakes and charming islands, perfect for relaxation and nature walks.
  • Cozy Accommodations: Choose from a variety of inviting resorts and lodges, offering comfortable lodging for every traveler.

Find great hotels in and around Winter

Experience the charm of Winter, Wisconsin, with a variety of lodging options that cater to every type of traveler. From cozy resorts to inviting lodges, you'll find family-friendly and pet-friendly accommodations perfect for your adventure vacation. Discover the best hotels in the area, complete with comfortable guest rooms and competitive room rates, ensuring a memorable stay amidst the beautiful Northwoods.

  • Upscale Accommodations with an Up North location.: This resort offers a quintessential Up North experience, nestled in the heart of Winter, Wisconsin. Featuring a variety of sports and recreational activities, such as kayaking, it's perfect for outdoor enthusiasts. Guests can unwind with entertainment options including a television in the cozy accommodations. With stunning waterfront views and close proximity to pristine lakes, this resort is an ideal choice for those looking to immerse themselves in nature while enjoying upscale comfort.
  • Upscale Accommodations with an Up North location.: Tailored for families, this resort is designed to provide a memorable vacation experience for guests of all ages. The property features an array of children-friendly amenities, such as a foosball table, playground, and games specifically for kids, ensuring little ones are entertained. With specially provided dinnerware and travel cribs, families can feel at home while enjoying the beautiful surroundings of Winter. This resort strikes the perfect balance between upscale accommodations and family fun.
  • Lakeview mobile home at Beautiful Blueberry Hill resort on Blueberry Lake: Located 12 miles from Winter, this mobile home offers a unique adventure vacation experience. Surrounded by nature, the resort provides numerous adventure sports and recreational activities such as kayaking, motorboating, and tubing, perfect for thrill-seekers. Guests can enjoy swimming in the serene waters of Blueberry Lake, making it an excellent choice for those looking to connect with the outdoors while staying in comfortable accommodations. Experience the excitement of outdoor adventures combined with the tranquility of lakefront living.

Where to stay near Winter

Winter, Wisconsin, offers an enchanting blend of outdoor adventures and scenic beauty, perfect for a romantic getaway or a family vacation. Explore the charming downtown, where cozy amenities await, or indulge in a snowy retreat at nearby mountain resorts. The area is ideal for those seeking tranquility in nature, with plenty of opportunities for entertainment and recreation. Whether you're hiking, skiing, or simply enjoying the picturesque landscapes, Winter promises an unforgettable experience.

  • Ojibwa: Nestled a mere 5 miles from Winter, Ojibwa is a charming city that beckons nature lovers and outdoor enthusiasts alike. With a moderately seasonal influx of visitors, the summer months from June to August see the highest number of travelers seeking the area's picturesque scenery and romantic ambiance. Ojibwa is known for its recreational areas and golf courses, making it an excellent destination for those looking to unwind in a serene environment. Highlights include beautiful lakes and the nearby national state park, perfect for hiking and exploring the natural beauty of the region.
  • New Post: Located 10 miles from Winter, New Post is a quaint village that offers a tranquil escape into nature. With visitor numbers peaking during the warm summer months, this destination is perfect for those who enjoy outdoor activities and scenic views. The village features recreational areas ideal for skiing and various outdoor adventures. The local lakes and water features provide ample opportunities for relaxation and exploration, making New Post an idyllic spot for a romantic getaway or family fun.
  • Radisson: Just 11 miles from Winter, Radisson is a vibrant city known for its outdoor charm and inviting atmosphere. While its visitor numbers are less seasonal, the peak times in July and September to October attract those eager to experience its recreational areas and golf courses. The proximity to stunning lakes and the national state park offers plenty of opportunities for adventure and exploration. Radisson is perfect for travelers seeking a blend of scenic beauty and outdoor activities, ensuring an enriching experience amidst nature.

Things to do in and around Winter

Winter, Wisconsin, is a perfect destination for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can enjoy a variety of winter activities, including skiing at local resorts, exploring scenic hiking trails, and relaxing in recreational areas. Whether you're planning ski trips or simply want to take in the beautiful snowy landscapes, Winter offers a charming escape for all who love winter sports and nature.

Shopping

In Winter, you can enjoy local shops like the Winter Mercantile for unique gifts and handmade items. If you're up for a drive, head to the nearby Phillips Area Chamber of Commerce for more extensive shopping options and local crafts.

Recreation

The Tee-Away Golf Course and Supper Club offers a perfect blend of sports and outdoor vibes, ideal for golf enthusiasts. For a tranquil retreat, visit Doc Smith Park in Winter, where you can unwind amidst nature. Lastly, explore the Callahan-Mud Lake State Wildlife Management Area for relaxation and scenic beauty.

Adventure

The American Birkebeiner Trail, located 25 miles from Winter, offers scenic hiking adventures amidst beautiful landscapes. Josie Creek County Park, 21 miles away, invites you to explore its outdoor beauty. Christie Mountain, situated 28 miles from Winter, provides exhilarating skiing experiences for sports enthusiasts.

Nightlife

Experience the cozy vibe at The Corner Pub on Main Street, where you can enjoy local brews and tasty pub fare. For a lively night, check out the Winter Sports Bar on Elm Avenue, featuring pool tables and karaoke for a fun-filled evening with friends.

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

Booking tips and Expedia advantages for Winter

To save money on your trip to Winter, Wisconsin, consider visiting in April or November to December, when prices are lower. Stay on a Tuesday for the best rates, and use Expedia to filter hotels by price and location. Combining hotel bookings with flights and activities can yield better deals. Join Expedia's One Key membership for exclusive discounts and earn OneKeyCash for future stays. Look for free activities in the area, and make use of public transport options to keep travel costs down.

  • 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 tailor your options based on your budget, desired location, and type of hotel you're looking for. To find the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your winter hotel reservations with flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Winter

Winter, Wisconsin, is perfect for outdoor enthusiasts seeking scenic and romantic getaways. Visitors can explore beautiful lakes, charming islands, and informative visitor centers. The area offers a variety of attractions that cater to those looking for beach experiences and stunning landscapes, making it an ideal destination for nature lovers and travelers wanting to unwind in a picturesque setting.

  • Ojibwa State Park: Located 3 miles from Winter, this stunning state park offers outdoor adventure with picturesque scenery. Hike through diverse trails, enjoy birdwatching, or simply relax in nature's beauty.
  • Lake Chippewa: Just 6 miles away, Lake Chippewa is a serene destination perfect for a romantic getaway. With its beautiful beaches and scenic views, it's an ideal spot for swimming, picnicking, or a sunset stroll.
  • Winter Town Hall: Situated in the heart of Winter, this visitor center provides a blend of adventure and family-friendly activities. Engage with local history and get insider tips on exploring the surrounding area.

Best time to go to Winter

The best time to visit Winter is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

If you're planning to visit Winter, Wisconsin, the nearest major airport is Ironwood, MI (IWD-Gogebic County), situated 64 miles away. Convenient hotel options near the airport include AmericInn by Wyndham Ironwood and Indianhead Ironwood Motel, both located 4 miles from IWD. Additionally, Snowriver Mountain Resort is 8 miles away. These hotels provide easy access to the airport, ensuring a smooth travel experience. With a variety of accommodations and transportation services available, your journey to Winter can be both comfortable and enjoyable.

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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