Winner

Travel Guide

Aerial View of Sturgis, South Dakota Which hosts an annual Motorcycle Rally
Aerial View of Winner, South Dakota in Winter
Winner
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
Fully refundable
The price is CA $142 per night from Apr 2 to Apr 3
CA $142
CA $155 total
Apr 2 - Apr 3
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! (354 reviews)
Nice clean hotel, and the hot breakfast was good. We wnjoyed the pool and hot tub as well.

Reviewed on Mar 13, 2026

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
The price is CA $94 per night from Apr 6 to Apr 7
CA $94
CA $102 total
Apr 6 - Apr 7
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 ...
7.8/10 Good! (326 reviews)
Staff is great!

Reviewed on Mar 25, 2026

Super 8 by Wyndham Winner SD
Warrior INN

Warrior INN

2 out of 5
845 SD-44 Winner SD
The price is CA $95 per night from Mar 28 to Mar 29
CA $95
CA $104 total
Mar 28 - Mar 29
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 ...
6/10 (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

Warrior INN
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

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

Cozy Little Getaway, Winner, SD
Rustic Ridge

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

Rustic Ridge
Centrally located spacious house in Valentine, 4 bedrooms, 5 beds, sleeps 8

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

Centrally located spacious house in Valentine, 4 bedrooms, 5 beds, sleeps 8
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.

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