South Dakota may have travel restrictions in place due to COVID-19.

Holidays in Winner

Choose two or more items and save on your trip:

Winner Vacation: Coronavirus Information

Most Winner hotels offer free cancellation. Consider booking refundable hotels rather than non-refundable ones. Just look for the ‘free cancellation’ message during your hotel search. Prices can vary, but right now we believe that flexibility matters.

For more information about the impact of COVID-19 on your Winner trip, please visit our Coronavirus Information page.

Top hotels in Winner

Holiday Inn Express & Suites Winner
Holiday Inn Express & Suites Winner
2.5 out of 5
1360 E Highway 44, Winner, SD
The price is AU$170 per night from 1 Jan. to 2 Jan.
4.5/5Wonderful! (116 reviews)

"Updated room - nice comfortable bed - good working area with plenty of electrical outlets"…"

Reviewed on 23 Oct. 2020

Holiday Inn Express & Suites Winner
Super 8 by Wyndham Winner SD
Super 8 by Wyndham Winner SD
2 out of 5
902 E Highway 44, Winner, SD
Free cancellationReserve now, pay when you stay
The price is AU$82 per night from 1 Jan. to 2 Jan.
3.7/5Good! (134 reviews)


Reviewed on 16 Aug. 2020

Super 8 by Wyndham Winner SD
Knights Inn Winner
Knights Inn Winner
1.5 out of 5
845 E. Highway 44, Winner, SD
Free cancellationReserve now, pay when you stay
The price is AU$79 per night from 1 Jan. to 2 Jan.
2.2/5 (31 reviews)
No pool

"Water took forever to heat up, doors barely closed. Advetised with a pool but apparently the pools been closed for years!!!"…"

Reviewed on 5 Jan. 2020

Knights Inn 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.

Frequently asked questions

How much does a Winner holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Winner from just . And the more you bundle, the more cash you save. The getaway of your dreams has never been more affordable.
If I'm not able to travel, can I cancel my Winner holiday package?
Your situation can change without warning, so yes. You may be able to cancel or change your Winner holiday package for free within 24 hours of booking. For bookings older than that, you can still cancel and rebook, but your car rental company, hotel or airline may charge additional fees. Looking for more information? Look up our Customer Service Portal. We’ll help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Winner?
You can save as much as $200 if you bundle your hotels, car rentals and flights into a Winner travel package. Sometimes cheap packages mean fewer options. But that’s not the case with Expedia. We offer more than 400 airlines and 1 000 000 properties globally, so you’ll always have plenty of options to choose from. Eager to save even more? Add some popular activities to your package deal to unlock even more discounts! After all, travel is about more than just getting to your destination.
When is the best time of year to visit Winner?
is an excellent month to escape to Winner if your budget is tight. is less affordable by comparison, so be prepared to pay more if you visit then. If you’d prefer to avoid the crowds, consider making the trip in . However, there’s a real charm to travelling in peak season. Winner is at some of its very best in .
How far in advance should I book my Winner holiday?
Get rewarded with the widest variety and the cheapest prices by booking your adventure to Winner nice and early. Airlines usually advertise flights anywhere up to 12 months before departure, so start locking things in as soon as you can. That said, Expedia is committed to giving you the best deals around, so it’s always a good time to book your dream holiday!
What does an Expedia Winner travel package include?
With Expedia, you can select a combination of hotels, car rentals and flights to build your perfect Winner travel package. Once you’ve made your booking, you can add on fun stuff like day tours and activities. Don’t forget — the more you bundle, the more you stand to save!
What should I know before booking a Winner travel package?
Tailor deals that suit your budget with an Expedia package. Flights, hotels, rental cars — we’ve got everything you need to plan your getaway. You’ll save big bucks just for bundling your bookings. Whether you’re going on a ski adventure or sipping cocktails on a beach, your perfect getaway is just clicks away.
Does Expedia offer Book Now, Pay Later Winner holiday packages?
Pay the full cost of your holiday package when you book or split it into several installments — it’s up to you. Each traveller has their own set of financial circumstances. That’s why Expedia has partnered with online lender Affirm to offer a Book Now, Pay Later option for all holiday packages.
Can I choose my airline with a Winner Expedia holiday package?
You can, and with over 550 airlines to pick from worldwide, you’ve got lots of choice. Have a look through the available options and see which airline suits your budget and needs.