Winner Vacations

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    Better together

    Save up to NT$5,067 when you book a flight and hotel together*
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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 NT$3,027 per night from Jul 27 to Jul 28
NT$3,027
NT$3,291 total
Jul 27 - Jul 28
includes taxes & fees
8.8/10 Excellent! (318 reviews)
"Staff were friendly and accommodating"

Reviewed on 2025/7/12

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 NT$2,223 per night from Aug 10 to Aug 11
NT$2,223
NT$2,417 total
Aug 10 - Aug 11
includes taxes & fees
7.6/10 Good! (291 reviews)
"We didn’t see much of the property as we got in late & left early."

Reviewed on 2025/6/29

Super 8 by Wyndham Winner SD
Knights Inn Winner

Knights Inn Winner

1.5 out of 5
845 E. Highway 44, Winner, SD
5.2/10 (76 reviews)
"I stayed at this hotel because I was in Winner, South Dakota to go pheasant hunting with my dog. The hotel is absolutely accommodating for hunters with dogs. The staff were friendly and helpful. The hotel has a very good continental breakfast. I will stay in Knights Inn the next time I am hunting ..."

Reviewed on 2024/10/23

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Knights Inn Winner
See all 24 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.

Discover the most popular places to visit in Winner

Tripp County Veteran’s Memorial

You can find out about the history of Winner with a stop at Tripp County Veteran’s Memorial. Make time to visit the monuments and churches while you're in the area.

Tripp County Veteran’s Memorial

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.

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