Find hotels in Winter, WI from $83

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Compare 654 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Holiday Inn Express & Suites Hayward by IHG

2.5 star property
9.6 out of 10, Exceptional, (619)
"Property was clean and in a convenient location. Staff was helpful and nice"
$127 nightly
The price is $139
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn Express & Suites Hayward by IHG

Northern Lights Inn

2.5 star property
7.8 out of 10, Good, (175)
"Great location, very friendly service. "
$101 nightly
The price is $111
Nov 2 - Nov 3
Total with taxes and fees
Northern Lights Inn

Timber Inn Motel

2.0 star property
6.6 out of 10, (287)
"New owner has done a nice job with the place"
$76 nightly
The price is $83
Oct 5 - Oct 6
Total with taxes and fees
Timber Inn Motel

AmeriVu Inn

2.0 star property
8.0 out of 10, Very Good, (376)
"Easy to check in and get to. Desk in room was a bit large but otherwise not bad for the price. "
$108 nightly
The price is $119
Oct 5 - Oct 6
Total with taxes and fees
AmeriVu Inn

Quality Inn

2.5 star property
8.8 out of 10, Excellent, (220)
"Nice stay."
$106 nightly
The price is $118
Oct 12 - Oct 13
Total with taxes and fees
Quality Inn

Telemark Northwoods Lodging

3.5 star property
9.0 out of 10, Wonderful, (308)
"Perfect lodging option in a wonderful location."
$164 nightly
The price is $180
Oct 5 - Oct 6
Total with taxes and fees
Telemark Northwoods Lodging

AmericInn by Wyndham Ladysmith

2.5 star property
8.2 out of 10, Very Good, (65)
"Comfortable rooms. "
$114 nightly
The price is $127
Oct 13 - Oct 14
Total with taxes and fees
AmericInn by Wyndham Ladysmith

Super 8 by Wyndham Phillips

2.0 star property
7.8 out of 10, Good, (240)
"Clean rooms and Friendly Staff"
$88 nightly
The price is $97
Oct 12 - Oct 13
Total with taxes and fees
Super 8 by Wyndham Phillips

Northwoods Motels

2.5 star property
6.6 out of 10, (148)
"The lady at the desk was nice."
$110 nightly
The price is $116
Oct 5 - Oct 6
Total with taxes and fees
Northwoods Motels
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

More cheap stays in Winter

More cheap stays in Winter

Hotels in Winter with star-rating

Hotels in Winter with star-rating

Find out more about Winter

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

When is the best time to go to Winter?
The most popular time to visit Winter is during December, when the region transforms into a winter wonderland, great for those seeking a cozy escape. With average temperatures ranging from the low 20s to mid-30s Fahrenheit, this month offers a magical atmosphere for enjoying winter sports, exploring charming villages, and savoring festive holiday markets.

During the peak season from December to February, Winter attracts a surge of tourists eager to embrace outdoor activities like skiing, snowboarding, and snowshoeing. The scenic landscapes, adorned with snow, provide an ideal backdrop for both adventure and relaxation. Whether you're gliding down pristine slopes or taking a leisurely stroll through snow-dusted streets, the exhilarating crisp air invigorates every experience.

For those looking for a more budget-friendly option, consider visiting in March. This transitional month often brings milder temperatures while still allowing for winter activities, and you might find lower accommodation rates. The days begin to lengthen, and you can enjoy the beauty of melting snow alongside the first signs of spring.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Winter hotel for you.
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 $83 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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