
Tripp County Holidays
Photo by Sophia Bleich
- Plan, book, travel with confidence
Better together
Save up to S$134 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top hotels in Tripp County

Holiday Inn Express & Suites Winner by IHG
1360 E Highway 44, Winner, SD
Fully refundable
The price is S$143 per night from 27 Jul to 28 Jul
S$143
27 Jul - 28 Jul
includes taxes & fees
8.8/10 Excellent! (322 reviews)
"My grandchildren enjoyed the pool and the rollaway bed was so helpful"
Reviewed on 21 Jul, 2025

Super 8 by Wyndham Winner SD
902 E Highway 44, Winner, SD
Fully refundableReserve now, pay when you stay
The price is S$106 per night from 24 Aug to 25 Aug
S$106
24 Aug - 25 Aug
includes taxes & fees
7.6/10 Good! (295 reviews)
"Thank you for a quiet and comfortable place to stay during our travels"
Reviewed on 21 Jul, 2025

Knights Inn Winner
845 E. Highway 44, Winner, SD
5.2/10 (76 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
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
* 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.