Winner Travel Guide

Tourist 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 ฿3,659 per night from 30 May to 31 May
฿3,659
฿3,977 total
30 May - 31 May
includes taxes & fees
Stay at this business-friendly hotel in Winner. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
8.8/10 Excellent! (360 reviews)
"Hospitality was amazing staff greeted you like a friend. Everything was clean"

Reviewed on 20 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 ฿2,527 per night from 1 Jun to 2 Jun
฿2,527
฿2,747 total
1 Jun - 2 Jun
includes taxes & fees
Stay at this motel in Winner. Enjoy free breakfast, free Wi-Fi 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
Warrior INN

Warrior INN

2 out of 5
845 SD-44 Winner SD
The price is ฿2,638 per night from 31 May to 1 Jun
฿2,638
฿2,868 total
31 May - 1 Jun
includes taxes & fees
Stay at this motel in Winner. Enjoy free Wi-Fi, 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 25 Jan 2026

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
Stay at this business-friendly aparthotel in Rapid City. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (2,853 reviews)
"Room was very clean and spacious. Breakfast was adequate. Bathroom clean but needs updating."

Reviewed on 22 May 2026

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 Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.8/10 Exceptional! (638 reviews)
"Very charming and loved the town!"

Reviewed on 23 May 2026

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 Wi-Fi, free parking and a gift shop. Our guests praise the helpful staff and the property condition in their reviews. ...
9/10 Wonderful! (580 reviews)
"The resort is very nice. We had cabin 7 and the view is nice. The resort is about 2 miles from Keystone, 11 miles from Mount Rushmore. Very convent location. We would definitely stay there again."

Reviewed on 20 May 2026

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

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

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 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