Tripp County Holidays

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Photo by Sophia Bleich

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Your Tripp County Holiday

Leave the planning to us with a Tripp County holiday package. With everything organised before you go, all you'll have to do is sit back, chill out and enjoy this destination's wonders to the fullest. Winner, Dallas and Hamill are a few of the most popular cities here. Make sure your trip to Tripp County includes some time in one or all of them! Whether you plan to travel on a shoestring or want to splurge, Expedia are here to help you organise your next dream Tripp County holiday.

Tripp County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Pierre Regional Airport (PIR)

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
Stay at this business-friendly hotel in Winner. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
8.8/10 Excellent! (309 reviews)
"It was a great place to stay if you are going to Winner SD or around that area in SD"

Reviewed on 21 Jun 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
Stay at this motel in Winner. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Tripp County Veteran’s Memorial and Winner City Pool are ...
7.6/10 Good! (289 reviews)
"Room was a bit on the watm side and was hard to maintain comfortable level"

Reviewed on 20 Jun 2025

Super 8 by Wyndham Winner SD
Knights Inn Winner
Knights Inn Winner
1.5 out of 5
845 E. Highway 44, Winner, SD
Stay at this motel in Winner. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Popular attractions Tripp County Veteran’s Memorial and Winner City Pool ...
5.2/10 (74 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 23 Oct 2024

Knights Inn Winner
See all 39 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 Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Tripp County travel package cost?
The cheapest Tripp County package is , so the trip of your dreams can become a reality --- without spending an arm and a leg. Bundle flights, hotels, car rentals and more to custom build a package suited to your travel style.
If I'm not able to travel, can I cancel my Tripp County travel package?
Because we know life is full of surprises, the answer is yes. To learn more, check out our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or change it free of charge. Your airline, hotel or car rental company may impose a fee if your booking is older than that.
How do I get a cheap travel package to Tripp County?
One of the easiest ways to save dollars (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities --- we've got them all covered. Pick a combination that best suits you and watch your savings grow. We know a travel package is never a one-size-fits-all. That's why we offer over 550 partner airlines and 1,000,000 properties around the globe, which lets you customize your Tripp County getaway.
Does Expedia offer Book Now, Pay Later Tripp County holidays?
Good news! We do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in instalments. Simply pick the payment plan that suits best during checkout and take away the stress of budgeting for your next trip. Be sure to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:
  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy monthly instalment plans. If paying bite-sized amounts each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you want to grab an amazing deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock in your getaway.

What are the top hotels in Tripp County?
If you're headed to Winner, you can't beat Holiday Inn Express & Suites Winner, an IHG Hotel and Super 8 by Wyndham Winner SD. Both are comfortable bases for exploring this lively Tripp County city.
How far in advance should I book my Tripp County holiday?
Savvy travellers always book early. Airlines typically release flight tickets nearly 12 months in advance, and this is a fantastic opportunity to score some of the lowest prices. Just been told you should take all your holiday days next month? Don't fret. Expedia are never short of fantastic bargains to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Tripp County travel package include?
That mostly depends on you. You can pick from a range of Tripp County packages, such as a hotel, rental car and flight. You can also book a hotel with a flight, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like experiences and activities. Whatever your ideal Tripp County getaway looks like, get set to save!
What should I know before booking a Tripp County travel package?
A travel package can be easier on the bank balance than individually booking everything you need for your getaway. For example, combine your hotels, flights and rental cars and save a tidy sum. Whatever your holiday goals are, there's sure to be a package to suit your budget.
Can I choose my airline with a Tripp County Expedia travel package?
Yes, and with over 550 airlines to choose from globally, it's all about choice. Look through the available options and see which airline suits your budget and needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.