Winner Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Winner Vacation Packages

Winner Hotel Deals

Holiday Inn Express & Suites Winner by IHG

Holiday Inn Express & Suites Winner by IHG

2.5 out of 5
1360 E Highway 44 Winner SD
Fully refundable
The price is ￥19,038 per night from Jul 19 to Jul 20
￥19,038
￥20,695 total
Jul 19 - Jul 20
includes taxes & fees
8.8/10 Excellent! (366 reviews)
"No coffee in room. Ice machine broken on our floor. Otherwise OK Not my favorite place to stay on our trip."

Reviewed on Jun 21, 2026

Holiday Inn Express & Suites Winner by IHG
Super 8 by Wyndham Winner SD

Super 8 by Wyndham Winner SD

2 out of 5
902 E Highway 44 Winner SD
Fully refundableReserve now, pay when you stay
The price is ￥12,923 per night from Jul 7 to Jul 8
￥12,923
￥14,048 total
Jul 7 - Jul 8
includes taxes & fees
7.8/10 Good! (336 reviews)
"A clean, comfortable room in an older hotel."

Reviewed on Jul 5, 2026

Super 8 by Wyndham Winner SD
Cozy Little Getaway, Winner, SD

Cozy Little Getaway, Winner, SD

Winner SD
The price is ￥17,747 per night from Jul 13 to Jul 14
￥17,747
￥26,435 total
Jul 13 - Jul 14
includes taxes & fees
10/10 Exceptional! (13 reviews)
"Was everything we needed"

Reviewed on Jun 12, 2026

Cozy Little Getaway, Winner, SD
See all 34 properties in Winner
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.

Stay near popular Winner attractions

Winner City Pool

6.0/10 (2 reviews)
This community pool offers a refreshing summer retreat with diving boards and supervised swimming areas. Enjoy family-friendly activities or enroll in American Red Cross swimming lessons during the June-August season.
See properties

Frequently asked questions

How much does a Winner vacation package cost?
You'll find cheap prices on Expedia for your Winner escape. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Winner costs.
What are the cheapest months to go to Winner?
You're likely to find reduced prices and better availability in January, February and March. Take a look at our cheap Winner vacation packages and you could land some excellent off-season deals.
How many days is enough for Winner?
Usually, a handful of days is enough to go to the main sights during your Winner vacation. However, if you prefer to have more time to rest or take day trips, think about extending your itinerary.
How to find the best Winner package deals?
Use Expedia's handy filters to help you find some unbeatable Winner package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Winner package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Winner vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging hotels and flights separately. Better still, you can tailor your Winner trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Winner?
Land incredible discounts by booking your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Winner escape.
How to plan a trip to Winner?

  1. Choose when to get away: Check your calendar and get your bags packed. Your preferred season and the type of activities on offer will also help you decide when to vacation in Winner.
  2. Plan your budget wisely: As well as the cost of your stay, you should consider other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that may crop up during your trip to Winner.
  3. Decide how many days away: Start by listing all the sights and activities you'd like to experience in Winner. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Winner vacation package that brings all your bookings together.

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.