Winner

Travel Guide

An aerial view of a town with a mix of commercial buildings, roads, and green spaces.
An aerial view of a town with snow-covered streets and buildings, surrounded by open fields and a distant mountain range.
A courthouse with a flagpole, a statue, and a memorial plaque.
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
The price is CA $162 per night from Aug 29 to Aug 30
CA $162
CA $176 total
Aug 29 - Aug 30
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! (394 reviews)
"Everything you want in hotel. Great breakfast bar. They have decaf coffee. Sleeps great. Very helpful and friendly."

Reviewed on Aug 18, 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 $110 per night from Sep 4 to Sep 5
CA $110
CA $120 total
Sep 4 - Sep 5
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 ...
Super 8 by Wyndham Winner SD
Warrior INN

Warrior INN

2 out of 5
845 SD-44 Winner SD
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 ...
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Warrior INN
See all 34 properties in Winner
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 ...
9.8/10 Exceptional! (15 reviews)
"Cute, quiet little house in the middle of town, check in was easy, stay was great!! Awesome view from the front porch."

Reviewed on Aug 5, 2026

Cozy Little Getaway, Winner, SD
Valentine’s Tourist Tenure- Charming 2 bedroom cozy vacation home

Valentine’s Tourist Tenure- Charming 2 bedroom cozy vacation home

Valentine NE
Stay at this vacation home in Valentine. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Cherry County Historical Society Museum and Bryan ...
10/10 Exceptional! (5 reviews)
"Perfect for us three guys. Will stay there again if we end up in town. 😀"

Reviewed on Aug 13, 2026

Valentine’s Tourist Tenure- Charming 2 bedroom cozy vacation home
Dallas Cottage 57 Retreat - Gather, Relax, Stay Awhile

Dallas Cottage 57 Retreat - Gather, Relax, Stay Awhile

Dallas SD
Stay at this cottage in Dallas. Enjoy patios and air conditioning.
10/10 Exceptional! (2 reviews)
"Beautiful. Peaceful."

Reviewed on Aug 9, 2026

Dallas Cottage 57 Retreat - Gather, Relax, Stay Awhile
See all properties in Winner
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.

Stay near popular Winner attractions

Winner Country Club

7.4/10 (3 reviews)
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.
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