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
$101 nightly
The price is $110 total per night from Mar 20 to Mar 21
$110 total
Mar 20 - Mar 21
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! (353 reviews)
Everything was great!!!
Reviewed on Feb 15, 2026
Super 8 by Wyndham Winner SD
902 E Highway 44 Winner SD
$65 nightly
The price is $70 total per night from Mar 21 to Mar 22
$70 total
Mar 21 - Mar 22
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 ...
Warrior INN
845 SD-44 Winner SD
$65 nightly
The price is $71 total per night from Mar 14 to Mar 15
$71 total
Mar 14 - Mar 15
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 ...
6/10 (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
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! (12 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
Centrally located spacious house in Valentine, 4 bedrooms, 5 beds, sleeps 8
Valentine NE
Stay at this vacation home in Valentine. Enjoy a garden, laundry facilities, and patios. Popular attractions Trailhead Park and Cherry County Historical Society ...
8.8/10 Excellent! (3 reviews)
Cindy was awesome ! Answered questions very properly. House had plenty of space Thank you, Cindy.
Reviewed on Nov 23, 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.
Popular places to visit
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.
Tripp County Veteran’s Memorial
You can find out about the history of Winner with a stop at Tripp County Veteran’s Memorial. Make time to visit the monuments and churches while you're in the area.
Winner Bass Pond
After visiting Winner Bass Pond, 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.
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.
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 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.
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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- Tripp County Veteran’s Memorial
- Winner Country Club
- Winner City Pool
- Missouri River
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