Winter Holidays

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Top hotels in Winter

AmeriVu Inn

AmeriVu Inn

1212 Highway 13 S Park Falls WI
Fully refundableReserve now, pay when you stay
S$151
23 Oct - 24 Oct
includes taxes & fees
AmeriVu Inn
Holiday Inn Express & Suites Hayward by IHG

Holiday Inn Express & Suites Hayward by IHG

15586 County Road B Hayward WI
Fully refundable
S$245
27 Sept - 28 Sept
includes taxes & fees
9.6/10 Exceptional! (718 reviews)
"Beautiful woodsy style Holiday Inn located on the water. Fabulous!"

Reviewed on 15 Sept, 2026

Holiday Inn Express & Suites Hayward by IHG
AmericInn by Wyndham Ladysmith

AmericInn by Wyndham Ladysmith

800 College Ave W Ladysmith WI
Fully refundableReserve now, pay when you stay
S$162
4 Oct - 5 Oct
includes taxes & fees
8.2/10 Very good! (127 reviews)
"The hotel is older, but in good condition and clean. The staff were helpful. I would probably have stayed again, but the day I left, my credit card was hacked. I was in Ladysmith for a few days before I checked out and had no issues when I used the credit card at other places, but the day I checked ..."

Reviewed on 17 Sept, 2026

AmericInn by Wyndham Ladysmith
See all 668 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.

Stay near popular Winter attractions

Lake Winter

Lake Winter's pristine 733-acre waters in Wisconsin offer exceptional fishing for musky, bass, and walleye. Explore by boat from two public landings or enjoy the surrounding trails for seasonal snowmobiling adventures.
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Barker Lake

This 213-acre Wisconsin lake offers pristine waters teeming with musky, bass, and walleye for fishing enthusiasts. Explore by kayak in summer or try ice fishing during winter months when the landscape transforms.
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Black Dan Lake

Black Dan Lake's crystal-clear waters attract anglers seeking musky, bass, and walleye in tranquil Wisconsin. Paddle through calm waters surrounded by pine forests where wildlife enhances the serene experience.
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Perch Lake

This pristine 129-acre lake in Wisconsin's Chequamegon National Forest boasts six fish species for anglers to pursue. Bring your own canoe to explore its clear waters surrounded by tranquil forest scenery.
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Connors Lake

Commune with nature and explore the great outdoors at Connors Lake during your travels in Winter.
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Bluegill Lake

Bluegill Lake offers pristine waters teeming with panfish and largemouth bass in Wisconsin's serene Oneida County. Anglers can enjoy peaceful fishing experiences during early mornings when fish are most active.
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Barber Lake

Barber Lake's crystal-clear waters attract anglers seeking musky, walleye, and bass in a serene Wisconsin forest setting. Launch your boat and spend a day pursuing the perfect catch amid natural beauty.
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Lake of the Pines

Commune with nature and explore the great outdoors at Lake of the Pines during your travels in Winter.
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Frequently asked questions

How much does a Winter holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. But how much your holiday to Winter costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Winter?
The off-season is the best time to visit Winter if you're on a budget. Another tip for scoring cheap Winter holiday packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Winter?
The ideal duration for your Winter holiday depends on what you'd like to do and see. Typically, a handful of days to a week will give you enough time to hit all the top sights and discover some hidden gems along the way.
How to find the best Winter package deals?
Bagging a cheap Winter package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can personalise your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most economical Winter package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Winter holiday as a package?
You can enjoy significant savings on your Winter escape by booking a customised holiday package. Check the "Package" heading, then enter your travel dates and destination to see the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Winter?
If you've got your Winter travel dates locked in, book early to score some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Winter?
  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Winter.
  2. Plan your budget wisely: In addition to the cost of your hotel, you should factor in other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that may arise during your trip to Winter.
  3. Decide how long to go away for: Now that you know more about Winter, you can figure out the right length of your holiday. Put together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find a Winter holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.