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
The price is SAR 469 per night from Jun 9 to Jun 10
SAR 469
SAR 510 total
9 Jun - 10 Jun
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! (361 reviews)
"It is my home away from home. The staff are friendly and helpful. The rooms are always clean and the breakfast is top notch"

Reviewed on 25 May 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 SAR 293 per night from Jun 8 to Jun 9
SAR 293
SAR 319 total
8 Jun - 9 Jun
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! (332 reviews)
"Clean and friendly"

Reviewed on 18 May 2026

Super 8 by Wyndham Winner SD
Cozy Little Getaway, Winner, SD

Cozy Little Getaway, Winner, SD

Winner SD
The price is SAR 413 per night from Jun 30 to Jul 1
SAR 413
SAR 615 total
30 Jun - 1 Jul
includes taxes & fees
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 14 November 2025

Cozy Little Getaway, Winner, SD
See all 30 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 ...
10/10 Exceptional! (12 reviews)
"Check in and spacious clean house."

Reviewed on 14 November 2025

Cozy Little Getaway, Winner, SD
Three Bedroom, Two Bathroom Home with Barn & Corrals

Three Bedroom, Two Bathroom Home with Barn & Corrals

Valentine NE
Stay at this vacation home in Valentine. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Borman Bridge and Niobrara River are located ...
Three Bedroom, Two Bathroom Home with Barn & Corrals
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 20 August 2025

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

Popular places to visit

A golfer about to putt with flag in the background

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.

Winner Country Club

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.

Tripp County Veteran’s Memorial

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.

Winner City Pool

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 Bass Pond

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.

McDonald's Park

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.

Winner City Park