Winner, SD

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
$114 nightly
The price is $124 total per night from Apr 16 to Apr 17
$124 total
Apr 16 - Apr 17
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. ...
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
$68 nightly
The price is $74 total per night from Apr 14 to Apr 15
$74 total
Apr 14 - Apr 15
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 ...
7.8/10 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
$65 nightly
The price is $70 total per night from Apr 9 to Apr 10
$70 total
Apr 9 - Apr 10
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

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
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! (3 reviews)
Cozy place! Walking distance to many things.

Reviewed on Aug 20, 2025

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