Winterland Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Winterland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
2 bedroom luxury Empire State VIEW
Manhattan
Price was CA $5,596, price is now CA $2,394 per person
CA $2,394
per person
Jul 12 - Jul 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!
Reviewed on Mar 19, 2026
Casablanca Miami Beach
North Beach
Price was CA $9,710, price is now CA $4,558 per person
CA $4,558
per person
Aug 5 - Aug 10
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
5.8/10 (324 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great.
It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.
Reviewed on Feb 22, 2026
SIRTAJ - Beverly Hills
South of Wilshire
Price was CA $2,406, price is now CA $1,275 per person
CA $1,275
per person
Jul 21 - Jul 26
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Los Angeles (LAX)
8.2/10 Very Good! (1,007 reviews)
Enjoyed our stay. Staff was very friendly and helpful
Reviewed on May 25, 2026
Winterland Hotel Deals
Cozy home with a view of the ocean !
Grand Bank NL
The price is CA $200 per night from Jun 19 to Jun 20
CA $200
CA $262 total
Jun 19 - Jun 20
includes taxes & fees
Home On The Pond
Grand Bank NL
10/10 Exceptional! (10 reviews)
"Nice size space, open concept"
Reviewed on Sep 8, 2025
Escape to your private oasis in our ocean front home with breathtaking views.
Grand Bank NL
10/10 Exceptional! (4 reviews)
"Cozy, warm, clean and well supplied with everything you need for your stay. Bedrooms are a good size and beds very comfortable. The ocean view is beautiful. Our stay was great and look forward to a return visit in the future. Host Troy was available and very helpful and check in was simpleFully recommend ..."
Reviewed on May 20, 2026
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.
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.
