Winter 2021 Holidays

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Accommodation, flights, car rentals, things to do and more - for your holiday in Winter choose Expedia! Find everything you need to organise your trip to Winter in one place. Enter your dates in the search bar above or scroll to our top deals below!

Top hotels in Winter

Bears Den on Private Lake
Bears Den on Private Lake
W5380 Perch Lake Rd, Winter, WI
4.7/5 Exceptional! (19 reviews)
utv getaway
"it was a very nice setting and location host was very acomadating to us would highly recomend for a big group"

Reviewed on 28 Sep 2021

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Bears Den on Private Lake
Beautiful 3 bedroom lake home near Winter, Wisconsin.
Beautiful 3 bedroom lake home near Winter, Wisconsin.
6641 N Benson Rd, Winter, WI
4.9/5 Exceptional! (22 reviews)
Nothing but relaxing!!
"We had a wonderful time at this property. The home was stocked with many basic items, plus extras (such as pasta, sauce, condiments, etc.). At first we were a little worried about the neighbor's dogs. The larger dog had a invisible fence collar, but the smaller dog did not. They both barked at us ..."

Reviewed on 28 Sep 2021

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Beautiful 3 bedroom lake home near Winter, Wisconsin.
Northwoods Tranquility awaits on Blaisdell Lake
Northwoods Tranquility awaits on Blaisdell Lake
4031 N Clover Rd, Winter, WI
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Northwoods Tranquility awaits on Blaisdell Lake
See all 448 properties in Winter
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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