Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search over 1 million properties worldwide and 550 airlines worldwide.

Search over 1 million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation

Winner Holiday Packages

Save Time and Money with Winner Holiday Packages

Save cash by purchasing a Winner travel package. Just pick your favourite options and let Expedia take care of the rest.

If you book a package deal on Expedia, you can save up to $200*.

Search through our comprehensive database of more than 400 airline partners and 750,000 worldwide properties. Too many to select from? Don't worry — we'll help you decide!

Almost all reservations can be changed without any added fees from us.

Places to Visit in Winner

Getting excited about your trip to Winner? Need some tips about what to see when you're there? That's where we can assist!

Enjoy top-notch recreational and leisure facilities along with unrivaled service at Winner Country Club. This welcoming retreat is the place to head for some sophisticated respite. Adventurers have an abundance of choice in the area. Nothing says holiday like a swimming pool. Sharpen your stroke or just relax and have a blast horsing about at Winner City Pool. Still got some time on your hands? Memorial sites remember lives that have been lost and past disasters. Stop by Tripp County Veteran’s Memorial and take a moment to reflect.

Nearest Airports to Winner

Sitting 80 miles (129 km) away, Pierre Regional Airport (PIR) is the nearest terminal to your destination. Fasten your seat belt and put your seat in the upright position — your wonderful trip to Winner is about to begin!

*Savings based on all holiday package bookings with Flight + Hotel on from January through December 2017, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.

Winner Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Top Winner Hotel & Accommodation Deals

See all 4 properties in Winner
Holiday Inn Express & Suites Winner AU$181
Reviewed on 18 Jan. 2020
See details
Holiday Inn Express & Suites Winner

Holiday Inn Express & Suites Winner

1360 E Highway 44, Winner, SD
    4.5 of 5
    2.5 out of 5.0 Stars

    The whole experience was wonderful!! Very cozy and comfortable!! I also appreciated the cleanliness and delicious breakfast!!

    Super 8 by Wyndham Winner SD AU$94
    Reviewed on 4 Nov. 2019
    See details
    Super 8 by Wyndham Winner SD

    Super 8 by Wyndham Winner SD

    902 E Highway 44, Winner, SD
      3.7 of 5
      2.0 out of 5.0 Stars

      Simple check-in. Disappointed with Expedia for not forwarding hotel's response to me about not having an elevator when I requested a handicapped accessible room which was available on the second floor.

      Knights Inn Winner AU$86
      Reviewed on 25 Nov. 2019
      See details
      Knights Inn Winner

      Knights Inn Winner

      845 E. Highway 44, Winner, SD
        2.3 of 5
        1.5 out of 5.0 Stars

        The water in the shower would not shut off completely so it was noisey.