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 NT$3,831 per night from Jun 28 to Jun 29
NT$3,831
NT$4,165 total
Jun 28 - Jun 29
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 2026/5/25

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 NT$2,456 per night from Jun 28 to Jun 29
NT$2,456
NT$2,670 total
Jun 28 - Jun 29
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 2026/5/18

Super 8 by Wyndham Winner SD
Warrior INN

Warrior INN

2 out of 5
845 SD-44 Winner SD
The price is NT$2,536 per night from May 31 to Jun 1
NT$2,536
NT$2,757 total
May 31 - Jun 1
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 2026/1/25

Warrior INN
See all 29 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.
GrandStay Residential Suites - Rapid City

GrandStay Residential Suites - Rapid City

2.5 out of 5
660 Disk Dr Rapid City SD
Book a stay at this business-friendly aparthotel in Rapid City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (2,858 reviews)
"Very clean room, comfy beds, loved layout of room and that we had separate bedrooms, a living room area and kitchen. Staff was very nice."

Reviewed on 2026/5/28

GrandStay Residential Suites - Rapid City
Spearfish Cottages

Spearfish Cottages

3.5 out of 5
514 W Mason St Spearfish SD
Stay at this cottage in Spearfish. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.8/10 Exceptional! (640 reviews)
"Was an amazing stay. Cannot wait to go back. It would be a cozy stay in any season. Staff were attentive but also hands off in a very good way. Very clean and inviting."

Reviewed on 2026/5/25

Spearfish Cottages
Holy Smoke Resort

Holy Smoke Resort

3.5 out of 5
24105 Highway 16A Keystone SD
Stay at this cabin in Keystone. Enjoy free WiFi, free parking, and a gift shop. Our guests praise the helpful staff and the property condition in our reviews. ...
9/10 Wonderful! (581 reviews)
"Very comfortable, no bells and whistles all you needed"

Reviewed on 2026/5/26

Holy Smoke Resort
See all 4,113 properties in South Dakota
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 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

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