Winterland Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Winterland Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Las Vegas Hilton at Resorts World
The Venetian Resort Las Vegas
The Palazzo at The Venetian
Conrad Las Vegas at Resorts World
Fontainebleau Las Vegas
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.

Top hotels in Winterland

Sandman Signature St. John's Hotel
Sandman Signature St. John's Hotel
3.5 out of 5
227 Kenmount Road, St. John's, NL
Fully refundableReserve now, pay when you stay
The price is S$150 per night from 11 Dec to 12 Dec
S$150
includes taxes & fees
11 Dec - 12 Dec
8.8/10 Excellent! (1,755 reviews)
"We arrived early and were alloed an early check-in plus we got a roon upgrade! My car was being repaired at the Mercedes dealership next door and they were late getting back to me the next day. The hotel even granted us a late check out as well. Great service."

Reviewed on 23 Nov,2024

Sandman Signature St. John's Hotel
Jag Boutique Hotel
Jag Boutique Hotel
4.5 out of 5
115 George Street West, St. John's, NL
Fully refundableReserve now, pay when you stay
The price is S$169 per night from 5 Dec to 6 Dec
S$169
includes taxes & fees
5 Dec - 6 Dec
9.2/10 Wonderful! (1,119 reviews)
"Very friendly and professional staff."

Reviewed on 25 Nov,2024

Jag Boutique Hotel
Alt Hotel St. John's
Alt Hotel St. John's
3.5 out of 5
125 Water Street, St. John's, NL
Fully refundableReserve now, pay when you stay
The price is S$144 per night from 13 Dec to 14 Dec
S$144
includes taxes & fees
13 Dec - 14 Dec
9.4/10 Exceptional! (1,003 reviews)
"It was very modern and very friendly"

Reviewed on 23 Nov,2024

Alt Hotel St. John's
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 Winterland holiday package cost?
Get your credit card ready, because a getaway to Winterland starts from just S$3,782. When you bundle your hotels, flights and car rentals into a package, you’ll land the biggest deals.
How do I get a cheap travel package to Winterland?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we’ve got them all covered. Choose the combination that suits your style and watch your savings grow. Of course, a package deal is never one-size-fits-all. That’s why Expedia offers over 550 partner airlines and 1,000,000 hotels worldwide, which lets you customize your Winterland holiday.
How far in advance should I book my Winterland holiday?
Smart travellers often book early. You can usually compare international fares on Expedia up to 12 months before your flight. If you’re booking last minute, don’t stress. Cheap prices sometimes appear just weeks prior to departure.
What does an Expedia Winterland travel package include?
It comes down to what sort of trip you’re thinking about. Winterland holiday deals can include hotels, flights and car rentals. You can mix and match to create the travel package that fits your needs. You can also add on activities and experiences after you’ve booked to land even bigger discounts.
Can I choose my airline with a Winterland Expedia holiday package?
Most definitely. Expedia has over 550 airline partners to select from globally. With so many choices, finding the ideal carrier to fly you to Winterland won’t be hard.
If I'm not able to travel, can I cancel my Winterland holiday package?
You can. We realise life doesn’t always go to plan, so we’re here to help if you need to make changes to your Winterland holiday package. You may be able to cancel or amend your itinerary for free if you’ve booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

* 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.