Deals on vacations and trips to Winner

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Super 8 by Wyndham Miller

Super 8 by Wyndham Miller

2 out of 5
per person
Sep 15 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Madison (MSN) to Pierre (PIR)
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Laundry facilities are provided for your convenience.
Dew Drop Inn Motel by OYO Miller SD

Dew Drop Inn Motel by OYO Miller SD

2.5 out of 5
per person
Sep 15 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Madison (MSN) to Pierre (PIR)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Super 8 by Wyndham Winner SD

Super 8 by Wyndham Winner SD

2 out of 5
per person
Sep 15 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Madison (MSN) to Pierre (PIR)
This motel features 3 restaurants and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Free parking, a business center, and a coffee shop are also offered.

Top Winner hotels deals

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
Free Cancellation
$103 nightly
The price is $112 total per night
$112 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Super 8 by Wyndham Winner SD

Super 8 by Wyndham Winner SD

2 out of 5
902 E Highway 44, Winner, SD
Free Cancellation
Reserve now, pay when you stay
$83 nightly
The price is $91 total per night
$91 total
Aug 13 - Aug 14
Total includes taxes and fees
This motel features 3 restaurants and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Free parking, a business center, and a coffee shop are also offered.
Breakfast included
Pet friendly
Knights Inn Winner

Knights Inn Winner

1.5 out of 5
845 E. Highway 44, Winner, SD
Get rates
Free self parking is available and the motel's front desk is staffed around-the-clock. WiFi in public areas is free. A safe deposit box is also provided.
Pet friendly
Parking included
Cozy Little Getaway, Winner, SD

Cozy Little Getaway, Winner, SD

$171 nightly
The price is $175 total per night
$175 total
Jul 20 - Jul 21
Total includes taxes and fees
This vacation home features laundry facilities.
Kitchen
Washer
Harmony Inn & Suites

Harmony Inn & Suites

2 out of 5
304 E Highway 20, Valentine, NE
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $133 total per night
$133 total
Aug 10 - Aug 11
Total includes taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a picnic area and laundry facilities.
Breakfast included
Pet friendly
Trade Winds Motel

Trade Winds Motel

2.5 out of 5
1009 E. Hwy 20, Valentine, NE
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $116 total per night
$116 total
Aug 10 - Aug 11
Total includes taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. Free parking and a picnic area are also offered on site.
Breakfast included
Pet friendly
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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

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

Frequently asked questions

How much are vacation packages to Winner?
With vacation packages being sold for only $473, you won't need to drain your bank balance to visit Winner. Travelocity is here to help. Bundle your hotels, flights and experiences into a package and land excellent discounts. The more you book, the more you save.
How long should my Winner vacation be?
About 2 nights is what many tourists book for their Winner trip. That's an useful guide, but there's plenty more to explore if you give yourself a couple of extra days.
Where can I get the best vacation package deals for Winner?
Travelocity will be able to help you find a great Winner package deal. With as many as 400 air carriers and 1,000,000 properties around the world, you're bound to be able to craft the perfect itinerary.
Why should I purchase my Winner vacation bundle via Travelocity?
Because we believe in creating special vacation experiences. From hotels and flights to car rentals and activities, everything is at your fingertips. Our customer care is on hand 24/7 to ensure you're being well taken care of. We also have an amazing Price Match Guarantee, so you can lock in your vacation knowing you've landed the best deal possible. If you find a lower price, we'll match it!
Can I save money on my Winner car rental if I book it with hotels and flights?
Combining your bookings into a Winner vacation package will certainly save you money. Book a car and flight; a car, flight and hotel; or a hotel and car. There's no better way to discover the greater Winner region than with your own set of wheels. You can also add experiences and activities to your Travelocity package.
What is there to do in Winner?
While hopping off the tourist trail is no doubt rewarding, you shouldn't miss the big attractions that make a destination famous. Winner City Pool and Winner Country Club are a couple of them in Winner.
Where should I stay when visiting Winner?
If you're searching for a place to spend your nights, have a look at the Holiday Inn Express & Suites Winner, an IHG Hotel. It's the top pick for many visitors.

Photos of local treasures

Browse Winner vacation photos for more inspiration