Winterland Vacations from $211

Book a Hotel + Flight or Car together to unlock savings

The Latest Winterland vacation packages

Price found within the past 48 hours. Click for updated prices.
Harrah’s Las Vegas – A Caesars Rewards Destination
Hawks Cay Resort
Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms
The Shelborne By Proper, a Member of Design Hotels
Iberostar Waves Miami Beach
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Winterland Hotel Deals

Home On The Pond

Home On The Pond

Grand Bank NL
10/10 Exceptional! (10 reviews)
Nice size space, open concept

Reviewed on Sep 8, 2025

Home On The Pond
Take it easy at this tranquil getaway, only steps from the beach!

Take it easy at this tranquil getaway, only steps from the beach!

Grand Beach NL
9/10 Wonderful! (2 reviews)
Delightful

Reviewed on Sep 14, 2025

Take it easy at this tranquil getaway, only steps from the beach!
Escape to your private oasis in our ocean front home with breathtaking views.

Escape to your private oasis in our ocean front home with breathtaking views.

Grand Bank NL
$213 nightly
The price is $245 total per night from Dec 6 to Dec 7
$245 total
Dec 6 - Dec 7
Total with taxes and fees
10/10 Exceptional! (3 reviews)
We were home for a funeral and this property was perfect for us to all stay together. Beautiful home

Reviewed on Oct 10, 2025

Escape to your private oasis in our ocean front home with breathtaking views.
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.

Find the Best Winterland Vacation Packages

Winterland Essential Information

Language
English
Currency
Canadian dollars
Top Sights
Marystown Heritage Museum, Burin Heritage Museums and Frenchmans Cove Provincial Park

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Frequently asked questions

How much does a Winterland vacation package cost?
You can pick up a vacation package to this destination from $211 on Expedia. But how much your vacation to Winterland costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Winterland?
November, December and January are the best times to look for cheap Winterland vacation packages. Opting to travel in less busy periods means you can typically find lower prices on hotels and flights.
How many days is enough for Winterland?
With a well-planned itinerary, you can easily hit the main Winterland sights in a few days. But if you prefer to discover lesser-known spots or go on day trips, think about booking your Winterland vacation for longer.
How to find the best Winterland package deals?
Begin your search for a Winterland package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Winterland package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Winterland escape off to a flying start.
Is it cheaper to book a Winterland vacation as a package?
You can enjoy significant savings on your Winterland retreat by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Winterland?
If you have your Winterland travel dates confirmed, book early to score some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Winterland vacation packages?
Your Winterland break should be a relaxing escape from your daily routine, not a reason for money-related stress. So to allow you more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.