Wisconsin may have travel restrictions in place due to COVID-19.

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Holidays in Winter

Choose two or more items and save on your trip:

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.

Top hotels in Winter

North Wisconsin Private Island Vacation Home!!
North Wisconsin Private Island Vacation Home!!
6009 Dobbert Rd., Winter, WI
4.9/5Exceptional! (22 reviews)
Wonderful, relaxing stay.

"What a great place, we didn't want to leave and are already planning to come back. Agree with a few other reviews - clearing out some of the underbrush would provide better views of the water. And if you enjoy cooking like we do, the kitchen is sorely lacking in bakeware. We made do. Had an absolutely ..."…"

Reviewed on 11 Oct. 2020

North Wisconsin Private Island Vacation Home!!
Summer in Winter
Summer in Winter
5346 Island Lake Road, Winter, WI
4.8/5Exceptional! (60 reviews)
Family vacation

"Great rental with a gorgeous view. Close Atv trails, fun water activities, and fishing. Cabin had lots of movies to watch. Good place to reconnect with the family."…"

Reviewed on 20 Oct. 2020

Summer in Winter
Summer in Winter
Summer in Winter
5344 Island Lake Ln, Unit 5, Winter, WI
4.7/5Exceptional! (52 reviews)
Perfect Getaway

"We had such a lovely time just relaxing and enjoying the quiet lake life. The cabin was the perfect size for the two of us and our dog. We enjoyed some fishing and kayaking. It was really cool to see the eagles and otters. We’ll definitely be back!"…"

Reviewed on 6 Oct. 2020

Summer 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.

Top activities in Winter

Northern Wisconsin Snowmobile Rentals
Image for Northern Wisconsin Snowmobile Rentals

Northern Wisconsin Snowmobile Rentals

Per adult

Save Time and Money with Winter Holiday Packages

Gain even more savings by combining your accommodation and airfares. Expedia has heaps of excellent Winter holiday packages that'll simplify things and give you more cash to spend! Would you like to earn savings up to $583*? Get a package deal on Expedia now! Our comprehensive database provides more than 550 partner airlines and 1,000,000 worldwide properties. With such a broad range of options, you can't go wrong! Almost all reservations can be changed with no hidden fees from us.

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.

Winter Accommodation

There are currently no Winter properties on Expedia. However, Ladysmith, which is located 20 miles away, has a good selection of options available. The best options in Ladysmith are the Ladysmith Motel & Suites and El Rancho Motel.

Nearest Airports to Winter

If you're coming in by plane, you'll probably be heading for Sawyer County Airport (HYR). Once you've picked up your bags from the carousel and wandered out of terminal, central Winter will be waiting 25 miles away.