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Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

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Free cancellation on most hotels. Because flexibility matters.


Winter Vacation: Coronavirus Information

Most Winter hotels offer free cancellation. Consider booking refundable hotels rather than non-refundable ones. Just look for the ‘free cancellation’ message during your hotel search. Prices can vary, but right now we believe that flexibility matters.

For more information about the impact of COVID-19 on your Winter trip, please visit our Coronavirus Information page.

Does Expedia have holiday package module27deals to Winter?

Yes! Save cash by booking a Winter holiday package. Just pick your favourite options and Expedia will do the rest.

How much can I save with a Winter holiday package?

Book your package deal today on Expedia and gain savings of up to $583*! It's that simple!

Can I choose my airline with a Winter Expedia holiday package?

With us, you'll have more than 550 airline partners and 750,000 worldwide properties to choose from around the globe, which means your dream holiday is right at your fingertips!

Do I lose money if I change my mind after I have booked my Winter holiday package?

You may cancel or change almost any reservation and you won't have to pay a cancellation fee to us.

What are the best places to visit in Winter?

There are stacks of fantastic things you can do when you're in a new destination. So why not get your trip to Winter off to a flying start by checking out some of our top tips? After all – out there starts here!

Want to alleviate the stress of your hectic life? Savour the fresh air as you go for a romp through Ojibwa State Park. Still got some time to spare? The wider area also boasts fun outdoor activities to get stuck into, such as skiing.

What types of accommodation options are available in Winter?

Expedia presently has no property listings for Winter. However, you'll discover a few places to stay just 20 miles (32 km) away in Ladysmith. The most popular options in Ladysmith are the Ladysmith Motel & Suites and El Rancho Motel.

Is there an airport in Winter?

Nothing's more satisfying than coming in to land at Sawyer County Airport (HYR) after being stuck in a cramped cabin for hours. Once you've secured your luggage from the carousel and stretched your limbs, you'll be just 25 miles (40 km) from the main streets of Winter.




Top Winter Hotel & Accommodation Deals

See all 185 properties in Winter
North Wisconsin Private Island Vacation Home!!
Reviewed on 1 Aug. 2020
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North Wisconsin Private Island Vacation Home!!

North Wisconsin Private Island Vacation Home!!

6009 Dobbert Rd., Winter, WI
     
    4.7 of 5
    0.0 out of 5.0 Stars

    Very nice house. Could use more view of the lake, meaning clear some holes through the under brush. Clean up some of the yard debree and put in a longer pier so your boat is not sitting on the shore rocks. We had a great time. Good fishing.

    Summer in Winter
    Reviewed on 24 Jul. 2020
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    Summer in Winter

    Summer in Winter

    5346 Island Lake Road, Winter, WI
       
      4.8 of 5
      0.0 out of 5.0 Stars

      We had a great time at the cabin. Everything that we needed was there. We enjoyed the kayaks, paddle boat, pontoon, movies, and games. We even caught a couple bass that were large enough to keep.

      Summer in Winter
      Reviewed on 22 Jul. 2020
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      Summer in Winter

      Summer in Winter

      5344 Island Lake Ln, Unit 5, Winter, WI
         
        4.7 of 5
        0.0 out of 5.0 Stars

        Nice

        Bears Den on Private Lake
        Reviewed on 25 Jul. 2020
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        Bears Den on Private Lake

        Bears Den on Private Lake

        W5380 Perch Lake Rd, Winter, WI
           
          4.9 of 5
          0.0 out of 5.0 Stars

          Very clean, large property. Lots of sleeping accommodations- three bedrooms upstairs and two bedrooms downstairs. Works well for multiple families. I would recommend bringing beach towels and a line to hang suits for drying. Possibly your own wood for the firepit. The paddle boat and row boat were ...

          New to Rental Market - Great 4 Season Family Getaway! Quiet, yet Full of Fun!
          Reviewed on 3 Aug. 2020
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          New to Rental Market - Great 4 Season Family Getaway! Quiet, yet Full of Fun!

          New to Rental Market - Great 4 Season Family Getaway! Quiet, yet Full of Fun!

          5008 W Bumble Bee Rd, Winter, WI
             
            5.0 of 5
            0.0 out of 5.0 Stars

            On a beautiful lake, very clean, wonderful porch overlooking lake, neighboring cabins but very quiet. Overall a very nice property.

            Amazing Sunsets, Peaceful, Well Maintained Lake Home on Beautiful, Barker Lake
            Reviewed on 25 Jul. 2020
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            Amazing Sunsets, Peaceful, Well Maintained Lake Home on Beautiful, Barker Lake

            Amazing Sunsets, Peaceful, Well Maintained Lake Home on Beautiful, Barker Lake

            N7599 Barker Lake Rd, Winter, WI
               
              4.7 of 5
              0.0 out of 5.0 Stars

              The cabin is wonderful. The porch was excellent. It was quiet and peaceful. It was everything we wanted and more.

              Private Modern Home in Rustic Surroundings and Much to Do
              Reviewed on 28 Jul. 2020
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              Private Modern Home in Rustic Surroundings and Much to Do

              Private Modern Home in Rustic Surroundings and Much to Do

              6919 Hemlock Haven Rd, Winter, WI
                 
                5.0 of 5
                0.0 out of 5.0 Stars

                What a beautiful place! We were so pleasantly surprised and pleased with the accommodations, the supplies on hand, and the beautiful home! It fit our family of 9, mom, two daughters and their families, including 4 teenage girls and boys! Fishing, boating, swimming, floating...perfect! Could not have ...

                Beautiful 3 Bedroom Lake Home Near Winter, Wisconsin
                Reviewed on 23 Jul. 2020
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                Beautiful 3 Bedroom Lake Home Near Winter, Wisconsin

                Beautiful 3 Bedroom Lake Home Near Winter, Wisconsin

                6641 N Benson Rd, Winter, WI
                   
                  4.5 of 5
                  0.0 out of 5.0 Stars

                  The house was was clean, well decorated and had a nice layout - plenty of space for our group of 6. They had so many great toys (yard, water, etc) for the kids and adults to use, and we enjoyed the paddle boards and canoe too. The play structure was a hit with the little kids! Owners were quick to ...