Winterland Vacations from ￥173,199
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
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The Latest Winterland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
W Hollywood
Hollywood
￥234,002
per person
Nov 19 - Nov 24
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Los Angeles (LAX)
9.2/10 Wonderful! (514 reviews)
I asked the front desk was there an microwave in the facility, within 5 minutes I had one being delivered to my room! Top tier! 10/10. Great location also. Wonderful customer service.
Reviewed on Sep 29, 2026
One Bedroom | 1.5 Baths & Living Room | Jet Tub – Palms Place StripSuite- NO RESORT FEE
￥456,874
per person
Nov 2 - Nov 9
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Las Vegas (LAS)
8.6/10 Excellent! (4 reviews)
The view was gorgeous at night with all the lights. We loved it! ~ Always Grateful. ~
Reviewed on May 7, 2026
Find the Best Winterland Vacation Packages
Frequently asked questions
How much does a Winterland vacation package cost?
You can pick up a vacation package to this destination from ￥173,199 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?
- Pick your dates: What you plan to do in Winterland and your favorite season can help you decide when to travel.
- 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.
- 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.
- 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.
