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Winter Vacation Packages

Welcome to Winter! This destination is a great option for intrepid types who love to get off the beaten track.

Save Time and Money with a Winter Package Deal

Save money with Expedia by pairing your lodging and flight bookings. We want to help you and your travelling companion find your ideal flight and accommodation combination. Stay a little longer in Winter thanks to the extra cash.

You can save up to 15% with a Winter package deal.

It's our mission to make planning a vacation a piece of cake when you choose from our enormous list of 400 partner airlines and 321,000 worldwide hotels.

The great prices at Expedia are guaranteed to satisfy!

Be confident in knowing that you may change almost any booking and never pay a cancellation fee to us.

Winter Vacation Packages

Washington, the national capital, is located about 860 miles to the southeast of Winter.

Take some time to discover the splendour of this region's nature reserves. A couple of nearby locations are Ojibwa State Park (4 miles away) and Flambeau River (30 miles away).

Don your winter woolies and get on the trails! There are two favourite options not far from the city, Minocqua Winter Park and Nordic Centre and ABR Trails. The first is 55 miles away and the second is 60 miles.

Want to take a day trip? Ojibwa is located 5 miles to the west, while Radisson sits 11 miles to the west.

A calorie-burning way to discover this region's natural areas is to go snowmobiling or ice skating.

If you're someone who has a slightly chaotic life, the ideal vacation often means finding the perfect place to relax. When it's time to unwind, breath in some fresh air and go cycling or bird watching.

The Wisconsin area has a number of places for rafting, so make sure that you put aside some time. Canoeing is also a great reason to take a dive.

Schedule your trip during the colder months and give some local winter sports a try, like skiing and cross-country skiing.

Get some fresh air and explore the region with a visit to its intriguing open-air markets.

Prepare yourself to embark on a journey through the culinary traditions of Wisconsin.

You should be pleased to learn that the 4th of July is Independence Day, a festive day for the whole country.

The closest airport, Sawyer County Airport (HYR), is 25 miles to the northwest.


Top Hotel Deals

See all 56 properties in Winter
Pinecone Cottage 2 Bedrooms 1 Bathroom Condo
Pinecone Cottage 2 Bedrooms 1 Bathroom Condo

Pinecone Cottage 2 Bedrooms 1 Bathroom Condo

8554 W State Hwy 77, Hayward
     
    3.0 out of 5.0

    Situated in Hayward, this cabin is within a 10-minute walk of Chequamegon National Forest and Teal Wing Golf Club. Lumberjack Bowl and Park Theater are also within 25 miles (40 km).

    Cabin #5 at Musky Joe's Twin Pines Resort on the Famous Chippewa Flowage
    Cabin #5 at Musky Joe's Twin Pines Resort on the Famous Chippewa Flowage

    Cabin #5 at Musky Joe's Twin Pines Resort on the Famous Chippewa Flowage

    , Hayward
       
      5.0
      of 5, from 2 reviews
      0.0 out of 5.0

      Situated on a lake, this historic resort is 5.5 mi (8.8 km) from Chequamegon National Forest and within 16 miles (25 km) of Teal Wing Golf Club and Lumberjack Bowl. National Fresh Water Fishing Hall of Fame and Museum and Hayward Information Center are also within 16 miles (25 km).

      Clear Lake Point 4 Bedrooms 2 Bathrooms Condo
      Clear Lake Point 4 Bedrooms 2 Bathrooms Condo

      Clear Lake Point 4 Bedrooms 2 Bathrooms Condo

      11621 W Oriole RD, Hayward
         
        3.0 out of 5.0

        Situated in Hayward, this condo is 5.8 mi (9.3 km) from Chequamegon National Forest and within 12 miles (20 km) of Teal Wing Golf Club and Lumberjack Bowl. National Fresh Water Fishing Hall of Fame and Museum and Shues Pond Park are also within 16 miles (25 km).

        Hayward / Round Lake Year Round - 7 Night Discount
        Hayward / Round Lake Year Round - 7 Night Discount

        Hayward / Round Lake Year Round - 7 Night Discount

        , Hayward
           
          4.8
          of 5, from 10 reviews
          0.0 out of 5.0

          Situated on a lake, this cabin is within 12 miles (20 km) of Lumberjack Bowl, National Fresh Water Fishing Hall of Fame and Museum and Hayward Information Center. Park Theater and Chequamegon National Forest are also within 12 miles (20 km).

          Cabin #4 at Musky Joe's Twin Pines Resort on the Famous Chippewa Flowage
          Cabin #4 at Musky Joe's Twin Pines Resort on the Famous Chippewa Flowage

          Cabin #4 at Musky Joe's Twin Pines Resort on the Famous Chippewa Flowage

          , Hayward
             
            4.0
            of 5, from 3 reviews
            0.0 out of 5.0

            Situated on a lake, this historic resort is 5.5 mi (8.8 km) from Chequamegon National Forest and within 16 miles (25 km) of Teal Wing Golf Club and Lumberjack Bowl. National Fresh Water Fishing Hall of Fame and Museum and Hayward Information Center are also within 16 miles (25 km).

            Cozy Cabin On Beautiful Lake Placid- Part of the Tiger Cat Flowage
            Cozy Cabin On Beautiful Lake Placid- Part of the Tiger Cat Flowage

            Cozy Cabin On Beautiful Lake Placid- Part of the Tiger Cat Flowage

            , Hayward
               
              4.9
              of 5, from 12 reviews
              0.0 out of 5.0
              Chippewa Flowage Wilderness Lake- Sportsmans Paradise - World Class Fishing
              Chippewa Flowage Wilderness Lake- Sportsmans Paradise - World Class Fishing

              Chippewa Flowage Wilderness Lake- Sportsmans Paradise - World Class Fishing

              , Hayward
                 
                5.0
                of 5, from 1 reviews
                0.0 out of 5.0

                Situated in a rural location, this romantic holiday home is 3.4 mi (5.5 km) from Chequamegon National Forest and within 25 miles (40 km) of Teal Wing Golf Club and Lumberjack Bowl. National Fresh Water Fishing Hall of Fame and Museum and Hayward Information Center are also within 25 miles (40 km).

                Duplex on the Chippewa Flowage, Family Friendly, Pet Friendly, Resort
                Duplex on the Chippewa Flowage, Family Friendly, Pet Friendly, Resort

                Duplex on the Chippewa Flowage, Family Friendly, Pet Friendly, Resort

                , Hayward
                   
                  4.0
                  of 5, from 2 reviews
                  0.0 out of 5.0

                  Situated on a lake, this historic resort is 5.5 mi (8.8 km) from Chequamegon National Forest and within 16 miles (25 km) of Teal Wing Golf Club and Lumberjack Bowl. National Fresh Water Fishing Hall of Fame and Museum and Hayward Information Center are also within 16 miles (25 km).

                  Top Deals on Flights

                  These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.