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
The price is SAR 356 per night from Jan 19 to Jan 20
SAR 356
SAR 387 total
19 Jan - 20 Jan
includes taxes & 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! (343 reviews)
Hot breakfast,server very kind and helpful
Reviewed on 4 January 2026
Super 8 by Wyndham Winner SD
902 E Highway 44 Winner SD
The price is SAR 239 per night from Jan 21 to Jan 22
SAR 239
SAR 260 total
21 Jan - 22 Jan
includes taxes & 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! (320 reviews)
Staff was very nice, hotel was very clean!
Reviewed on 13 December 2025
Warrior INN
845 SD-44 Winner SD
The price is SAR 262 per night from Jan 15 to Jan 16
SAR 262
SAR 284 total
15 Jan - 16 Jan
includes taxes & 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 21 November 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 14 November 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 ...
The cabin was super cozy in beautiful surroundings! The host was very friendly and accommodating! We look forward to having family stay at the cabin again.
Reviewed on 3 January 2026
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 15 November 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 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.
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 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.
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.
- Winner Country Club
- Tripp County Veteran’s Memorial
- Winner City Pool
- Missouri River
- Niobrara River
- Niobrara National Scenic River Headquarters
- Smith Falls State Park
- Fort Niobrara National Wildlife Refuge Visitor Center
- Valentine City Park
- Borman Bridge
- Cherry County Historical Society Museum
- Valentine Golf Club
- Deer Park Country Club
- Byre Lake
- Presho City Park
- Brakke Dam
- St. Michael's Catholic Church
- Trailhead Park
- Bryan Bridge
- Kennebec Ballfield
