Tripp County Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Sophia Bleich

  • Plan, book, travel with confidence

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    Better together

    Save up to NZ$616 when you book a flight and hotel together*
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    Find the right fit

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

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

Our pick of the best Tripp County 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 NZ$214 per night from 5 Sept to 6 Sept
NZ$214
5 Sept - 6 Sept
includes taxes & fees
8.6/10 Excellent! (330 reviews)
"My grandchildren enjoyed the pool and the rollaway bed was so helpful"

Reviewed on 21 Jul. 2025

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 NZ$135 per night from 4 Sept to 5 Sept
NZ$135
4 Sept - 5 Sept
includes taxes & fees
7.6/10 Good! (302 reviews)
It's okay!
"The room was clean. The bathroom was not, there were pubic hairs left from the former guests in the tub."

Reviewed on 2 Aug. 2025

Super 8 by Wyndham Winner SD
Warrior INN

Warrior INN

845 SD-44, 39, Winner, SD
Fully refundable
The price is NZ$145 per night from 13 Aug to 14 Aug
NZ$145
13 Aug - 14 Aug
includes taxes & fees
10/10 Exceptional! (1 review)
Easy & great check in
"Check in was easy. Tabitha was very helpful & kind."

Reviewed on 5 Aug. 2025

Warrior INN
See all 41 properties in Tripp County
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 Tripp County holiday package cost?
From as little as , you can build your own Tripp County holiday package. Simply bundle hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Tripp County?
Simply by bundling. Flights, hotels and rental cars — combine whatever you need into a Tripp County holiday package to save loads of cash. Score even better deals when you include extras such as day tours to your booking. But that's not the only impressive part. You have the freedom to put together your holiday your own way. We offer more than 550 air carriers and 1 000 000 hotels all over the world, so that everyone has an opportunity to travel and fulfil those holiday fantasies.
What are the top hotels in Tripp County?
Look up Holiday Inn Express & Suites Winner, an IHG Hotel and Super 8 by Wyndham Winner SD in Winner. Any good Tripp County itinerary has to include a stop in this great city!
How far in advance should I book my Tripp County holiday?
It's tricky picking the best time for airfares, but we usually say the earlier, the better. Plenty of international journeys on Expedia become available up to 12 months in advance. If you're booking late, fear not. Discounted prices appear from time to time within a few weeks of departure dates.
What does an Expedia Tripp County travel package include?
Packages include hotels, flights and rental cars, but you can mix and match them to create your perfect Tripp County trip. You can also add on activities and experiences once you've made your booking. You're in the driver's seat! When you combine your bookings with Expedia, you'll get access to discounts you won't find elsewhere.
What should I know before booking a Tripp County travel package?
A travel package can be easier on the hip pocket than individually booking everything you need for your trip. For example, bundle your hotels, flights and rental cars and save a pretty penny. Whatever sort of holiday you're planning, there's bound to be a package that suits your budget.
Can I choose my airline with a Tripp County Expedia holiday package?
Yes — that's one of the best things about an Expedia holiday package. You're the boss! We have more than 550 airline partners across the globe, so you have options galore when putting together your Tripp County getaway.
If I'm not able to travel, can I cancel my Tripp County holiday package?
It's difficult to predict what tomorrow might bring, so it's good to know that you can cancel or change your Tripp County holiday package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.