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 AU$182 per night from 12 June to 13 June
AU$182
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! (358 reviews)
We got in at 9 o’clock that night and got up at 5:30 the next morning to go turkey hunt so I really didn’t get to experience a lot

Reviewed on 19 Apr 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 AU$118 per night from 1 June to 2 June
AU$118
1 June - 2 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! (330 reviews)
Room was clean and inviting. We didnt stay for breakfast as this was just a quick stay.

Reviewed on 21 Apr 2026

Super 8 by Wyndham Winner SD
Warrior INN

Warrior INN

2 out of 5
845 SD-44 Winner SD
The price is AU$122 per night from 31 May to 1 June
AU$122
31 May - 1 June
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.
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

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

Winner Regional Healthcare Center

If Winner Regional Healthcare Center is what brings you to town, hopefully you'll have a chance to explore more of Winner.

Winner Regional Healthcare Center