Tripp County Vacation Packages

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Your Tripp County Vacation

Make planning your next big adventure easy with a Tripp County vacation package. Whether it's the history, cuisine or something else that lures you here, our packages will help you experience the best of it. During your trip to Tripp County, you'll want to get around to a few of its most popular cities. A must-visit? Winner. Expedia has hotels, flights and all your other travel needs to help you organize your own tailored Tripp County vacation today.

Top vacation destinations in Tripp County

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

Winner

Winner

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 CA $162 per night from Apr 27 to Apr 28
CA $162
CA $176 total
Apr 27 - Apr 28
includes taxes & fees
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 CA $94 per night from Apr 20 to Apr 21
CA $94
CA $102 total
Apr 20 - Apr 21
includes taxes & fees
7.8/10 Good! (327 reviews)
Staff is great!

Reviewed on Mar 25, 2026

Super 8 by Wyndham Winner SD
Warrior INN

Warrior INN

2 out of 5
845 SD-44 Winner SD
Fully refundable
The price is CA $99 per night from Apr 13 to Apr 14
CA $99
CA $108 total
Apr 13 - Apr 14
includes taxes & fees
6/10 (10 reviews)
Room was clean. Very cold. Had the heat turned up as far as it would go. Laminate floors cold too. Tv quit working. Outside security doors unlocked. No coffee machine or iron. Pretty basic.

Reviewed on Jan 25, 2026

Warrior INN
See all 65 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Tripp County vacation package cost?
From as little as , you can build your own Tripp County vacation 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 vacation 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 vacation 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 fulfill those vacation 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 vacation?
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 vacation you're planning, there's bound to be a package that suits your budget.
Can I choose my airline with a Tripp County Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation 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 vacation 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 vacation 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.