Winner, SD

Travel Guide

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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
$127 nightly
The price is $138 total per night from Oct 11 to Oct 12
$138 total
Oct 11 - Oct 12
Total with taxes and 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! (412 reviews)
"Good location and setting. Slow check in and maybe they were having technical problems but never told us anything. Older low budget building"

Reviewed on Oct 5, 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
$85 nightly
The price is $92 total per night from Oct 12 to Oct 13
$92 total
Oct 12 - Oct 13
Total with taxes and 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! (352 reviews)
"Good beds clean friendly staff"

Reviewed on Oct 3, 2026

Super 8 by Wyndham Winner SD
Warrior INN

Warrior INN

2 out of 5
845 SD-44 Winner SD
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 ...
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Warrior INN
See all 33 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 ...
9.8/10 Exceptional! (16 reviews)
"Very comfortable stay."

Reviewed on Aug 27, 2026

Cozy Little Getaway, Winner, SD
The Nelson House,Winner

The Nelson House,Winner

Winner SD
Stay at this vacation home in Winner. Enjoy air conditioning. Popular attractions Winner City Park and Winner Bass Pond are located nearby.
The Nelson House,Winner
The Nelson 2, Winner

The Nelson 2, Winner

Winner SD
Stay at this vacation home in Winner. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Winner City Park and Winner Bass Pond are located ...
The Nelson 2, Winner
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.

Stay near popular Winner attractions

Winner Country Club

7.4/10 (3 reviews)
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.
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Frequently asked questions

Is Winner worth visiting?
Winner is worth visiting for its local attractions, including the Winner City Pool and the Tripp County Veteran's Memorial. Travelers can also enjoy a variety of dining experiences, with options ranging from classic North American dishes to Italian cuisine.
When is the best time to visit Winner?
The best time to visit Winner is from May through September, when the climate is most favorable for travelers. For fewer crowds and better value, the cooler months of December through March are a good option, offering a different experience with winter weather and potentially lower rates.
What is Winner known for?
Winner is known for its local amenities, including the Winner City Pool and the Tripp County Veteran's Memorial. Travelers can also visit the Winner Country Club. The city is notably named after the word "winner", reflecting its identity.
What is a good itinerary length for Winner?
A good itinerary length for Winner is one to two days to visit key highlights like the Winner City Pool, Tripp County Veteran's Memorial, and Winner Country Club. An extended stay of three to four days allows for more relaxed enjoyment of these spots and to explore the local North American, Italian, and Latin American dining options.
What are the top things to do in and around Winner?
Travelers in Winner can enjoy outdoor spaces and local points of interest:


How do I plan a trip to Winner?
To plan your trip to Winner, search for places to stay and book flights on Expedia. Consider visiting attractions like the Winner City Pool, Tripp County Veteran's Memorial, or Winner Country Club. When planning outdoor activities, have indoor alternatives ready for weather flexibility. Booking a rental car can help you explore the area.
What cuisines can you find in Winner?
In Winner you can find Chinese cuisine, with dishes like stir-fry, dumplings, and various noodle preparations. Travelers can also enjoy North American comfort food, Italian classics such as pasta and pizza, and Latin American flavors. For meat lovers, steakhouses are also available, along with other Asian options.
Can I book a refundable hotel in Winner?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Winner by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Winner with Expedia?
Expedia makes it easier to plan your Winner trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Winner?
The best choice depends on your travel style. Hotels in Winner can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Winner trip on Expedia?
Once you've booked your Winner trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Winner trip?
Expedia offers customer support before, during, and after your Winner trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Winner?
If it's your first trip to Winner, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Winner hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Winner hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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