5/5 - Excellent
Verified traveler
It's my home town and I love it dearly!
Winner, SD
Travel Guide
Visit Winner
Holiday Inn Express & Suites Winner by IHG
1360 E Highway 44 Winner SD
$87 nightly
The price is $95 total per night from Dec 29 to Dec 30
$95 total
Dec 29 - Dec 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Winner. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (338 reviews)
Most of the food was good. Eggs a little watery. Rooms clean but stairs were a bit dirty and they had just painted and there was tape left on the door frames. Overall a good facility
Reviewed on Sep 20, 2025
Super 8 by Wyndham Winner SD
902 E Highway 44 Winner SD
$72 nightly
The price is $79 total per night from Dec 30 to Dec 31
$79 total
Dec 30 - Dec 31
Total with taxes and fees
Stay at this motel in Winner. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tripp County Veteran’s Memorial and Winner City Pool are ...
7.6/10 Good! (319 reviews)
Staff was very nice, hotel was very clean!
Reviewed on Dec 13, 2025
Warrior INN
845 SD-44 Winner SD
$67 nightly
The price is $73 total per night from Dec 28 to Dec 29
$73 total
Dec 28 - Dec 29
Total with taxes and fees
Stay at this motel in Winner. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Tripp County Veteran’s Memorial and Winner City Pool ...
6.6/10 (8 reviews)
After staying there the last 3-4 years due to no other options, I would have given you a very poor rating due to cleanliness and major maintenance issues. But, holy cow, what an improvement this year. Much cleaner and no major issues. Thank you for the improvements
Reviewed on Nov 21, 2025
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.
Cozy Little Getaway, Winner, SD
Winner SD
Stay at this vacation home in Winner. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Winner Bass Pond ...
10/10 Exceptional! (11 reviews)
Check in and spacious clean house.
Reviewed on Nov 14, 2025
Rustic Ridge
Gregory SD
Stay at this vacation home in Gregory. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker.
9.6/10 Exceptional! (5 reviews)
Every thing was great
Reviewed on Nov 15, 2025
Sandhills retreat minutes from downtown Valentine
Valentine NE
Stay at this cabin in Valentine. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Valentine City Park and Trailhead Park ...
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.
Popular places to visit
Winner City Pool
You can take time to visit Winner City Pool during your travels to Winner. Make time to visit the churches and monuments while you're in the area.
Winner City Park
After visiting Winner City Park, make a plan to see the other sights and activities in Winner. Make time to visit the churches and monuments while you're in the area.
Winner Regional Hospital
Though Winner Regional Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Winner while you are here.
Winner Country Club
Enjoy a round of golf in Winner at Winner Country Club. Make time to visit the churches and monuments while you're in the area.
Winner Regional Healthcare Center
Though Winner Regional Healthcare Center might be what brings you to town, perhaps you'll have a chance to explore more of Winner while you are here.
McDonald's Park
McDonald's Park is just one of the places to see in Winner, so why not enjoy the other things to explore during your travels? Make time to visit the churches and monuments while you're in the area.
Reviews of Winner
3.8
Guest rating
4/5 - Good
Verified traveler
I grew up there and things have changed a lot, seems smaller. But the town is still very friendly.
4/5 - Good
Verified traveler
It’s rural town. Knowing that answers any questions about upscale dining or shopping.
5/5 - Excellent
Verified traveler
Winner is an awesome pheasant hunting paradise. Get rid of the management at super 8 and winner would be better off.
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- Winner City Pool
- Winner Country Club
- Tripp County Veteran’s Memorial
- Missouri River
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- St. Michael's Catholic Church
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