Tripp County Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

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

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

Top destinations in Tripp County

Aerial View of Sturgis, South Dakota Which hosts an annual Motorcycle Rally
FlightsFlightsHotelsHotels

Winner

Winner

Top hotels in Tripp County

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 S$172 per night from 12 Jun to 13 Jun
S$172
12 Jun - 13 Jun
includes taxes & fees
8.8/10 Excellent! (361 reviews)
"It is my home away from home. The staff are friendly and helpful. The rooms are always clean and the breakfast is top notch"

Reviewed on 25 May, 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 S$109 per night from 28 Jun to 29 Jun
S$109
28 Jun - 29 Jun
includes taxes & fees
7.8/10 Good! (332 reviews)
"Clean and friendly"

Reviewed on 18 May, 2026

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)
Not worth a second stop.
"The staff was very friendly, but didn’t make up for the hotel. The most images online are fake and not what it really looks like. There was no sign outside annd the place looked closed. Most of the rooms were under renovation. One of our rooms did not have a chain lock or deadbolt and the shower ..."

Reviewed on 1 Jul, 2025

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Knights Inn Winner
See all 61 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.