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

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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 NZ$230 per night from 12 June to 13 June
NZ$230
12 June - 13 June
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! (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 NZ$145 per night from 7 June to 8 June
NZ$145
7 June - 8 June
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
Cozy Little Getaway, Winner, SD

Cozy Little Getaway, Winner, SD

Winner SD
The price is NZ$279 per night from 28 May to 29 May
NZ$279
28 May - 29 May
includes taxes & fees
Stay at this holiday home in Winner. Enjoy laundry facilities, cable/satellite TV service and an in-room coffee maker. Popular attractions Winner Bass Pond and ...
10/10 Exceptional! (12 reviews)
"Check in and spacious clean house."

Reviewed on 14 Nov 2025

Cozy Little Getaway, Winner, SD
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.
Cozy Little Getaway, Winner, SD

Cozy Little Getaway, Winner, SD

Winner SD
Stay at this holiday home in Winner. Enjoy laundry facilities, cable/satellite TV service and an in-room coffee maker. Popular attractions Winner Bass Pond and ...
10/10 Exceptional! (12 reviews)
"Check in and spacious clean house."

Reviewed on 14 Nov 2025

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 holiday home in Valentine. Enjoy free Wi-Fi, 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 Aug 2025

Valentine’s Tourist Tenure- Charming 2 bedroom cozy vacation home
Centrally located spacious house in Valentine, 4 bedrooms, 5 beds, sleeps 8

Centrally located spacious house in Valentine, 4 bedrooms, 5 beds, sleeps 8

Valentine NE
Stay at this holiday home in Valentine. Enjoy a garden, laundry facilities and patios. Popular attractions Trailhead Park and Cherry County Historical Society ...
8.8/10 Excellent! (3 reviews)
"Cindy was awesome ! Answered questions very properly. House had plenty of space Thank you, Cindy."

Reviewed on 23 Nov 2025

Centrally located spacious house in Valentine, 4 bedrooms, 5 beds, sleeps 8
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 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