Winter Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Winter

Cobblestone Hotels & Suites – Ladysmith
Cobblestone Hotels & Suites – Ladysmith
2.5 out of 5
700 West 9th Street, Ladysmith, WI
8.6/10 Excellent! (175 reviews)
"Clean and friendly"

Reviewed on 5 Nov,2024

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Cobblestone Hotels & Suites – Ladysmith
Holiday Inn Express & Suites Hayward, an IHG Hotel
Holiday Inn Express & Suites Hayward, an IHG Hotel
2.5 out of 5
15586 County Road B, Hayward, WI
Fully refundable
The price is S$182 per night from 5 Dec to 6 Dec
S$182
includes taxes & fees
5 Dec - 6 Dec
9.4/10 Exceptional! (546 reviews)
"We enjoyed our stay at this hotel. It was very clean and very nice. The staff here are all wonderful. I would highly recommend staying here."

Reviewed on 24 Nov,2024

Holiday Inn Express & Suites Hayward, an IHG Hotel
AmericInn by Wyndham Ladysmith
AmericInn by Wyndham Ladysmith
2.5 out of 5
800 College Ave W, Ladysmith, WI
Fully refundableReserve now, pay when you stay
The price is S$161 per night from 20 Dec to 21 Dec
S$161
includes taxes & fees
20 Dec - 21 Dec
7.6/10 Good! (462 reviews)
"quiet"

Reviewed on 28 Nov,2024

AmericInn by Wyndham Ladysmith
See all 644 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.

Frequently asked questions

How much does a Winter holiday package cost?
Create unforgettable memories with our Winter holiday packages, which start from just . Pick the flights and hotels that fit your travel plans. Then, add on some tours or experiences for an unforgettable escape.
How do I get a cheap travel package to Winter?
Booking a Winter holiday package with Expedia is one of the best ways to save. We have access to more than 550 partner airlines and 1,000,000 hotels around the globe. With such an amazing range to select from, you’ll have no trouble putting together your dream getaway.
What are the top hotels in Winter?
When it comes to comfy places to stay in Winter, you can’t go past Bungalow Trail. Have a look at its deals and score a bargain.
How far in advance should I book my Winter holiday?
Search Expedia to compare international fares ASAP. You can normally purchase a ticket up to a year prior to departure. If you don’t see your preferred air carrier, or you’ve left things to the last minute, don’t worry. The lowest prices to Winter occasionally appear within weeks of departure.
What does an Expedia Winter travel package include?
Hotels, flights and a cool set of wheels for your road trip adventures. Simply select your preferred bundle and gain access to great discounts. Once you’ve made your booking, add on a couple of experiences and tours and watch your savings pile up. When it comes to creating your Winter escape, you’re the boss!
What should I know before booking a Winter travel package?
You’ll save big with an Expedia travel package. Combine your flights, rental cars and hotels and pick up great discounts. Hotels aren’t your only option, however. We’ve got beachfront villas, city apartments and even glamping tents!
Can I choose my airline with a Winter Expedia holiday package?
Yes, definitely. Expedia has more than 550 partner airlines to choose from across the world. With so much choice, finding the ideal carrier to take you to Winter will be a cinch.
If I'm not able to travel, can I cancel my Winter holiday package?
Because we understand life is full of surprises, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you’ve booked your package in the last 24 hours, you may be able to cancel or change it with no penalties. Your hotel, airline or car rental company may impose a fee if your booking is older than that.

* 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.