Winterland Trips (flight + hotel)

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    Better together
    Save up to P 3,118 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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    Rest easy
    Plan, book, and manage your trip all in one place

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 refundable
The price is P7,028 per night from Jul 6 to Jul 7
P7,028
P8,458 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (1,961 reviews)
great hotel
"the room was clean, bed was comfortable, front staff were very pleasant and helpful."

Reviewed on Jun 25, 2025

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
9.2/10 Wonderful! (1,438 reviews)
"Friendly, efficient staff. Great location and the rooms have everything you need. Loved the music and the pictures"

Reviewed on Jun 25, 2025

Jag Boutique Hotel
Holiday Inn St. John's Conference Centre by IHG
Holiday Inn St. John's Conference Centre by IHG
3.5 out of 5
180 Portugal Cove Road, St. John's, NL
Fully refundable
The price is P7,439 per night from Jul 13 to Jul 14
P7,439
P9,118 total
Jul 13 - Jul 14
includes taxes & fees
7.6/10 Good! (1,000 reviews)
"We definitely go back to this hotel"

Reviewed on Jun 23, 2025

Holiday Inn St. John's Conference Centre by IHG
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 vacation package cost?
You can pick up a vacation package to this destination 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?
If you're hoping to book a cheap Winterland vacation package, consider planning a trip in January, February and November. You'll typically find lower rates on accommodations and flights during these quieter months --- ideal for travelers wishing to save money.
How many days is enough for Winterland?
With a well-planned schedule, you can easily hit the main Winterland sights in a handful of days. But if you'd like to discover lesser-known spots or take 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.
How to plan a trip to Winterland?

  1. Pick your dates: What you plan to do in Winterland and your favorite season can help you decide when to travel.
  2. Set your budget: Consider expenses such as flights, food and transportation when calculating how much to put aside for your trip to Winterland. Then, choose a property that fits your budget, whether that's a wallet-friendly stay or a deluxe retreat.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you'd like to experience in Winterland. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Winterland vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.