Winner Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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Winner Hotel 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
Fully refundable
The price is CA $162 per night from Jun 18 to Jun 19
CA $162
CA $176 total
Jun 18 - Jun 19
includes taxes & fees
8.8/10 Excellent! (360 reviews)
"Hospitality was amazing staff greeted you like a friend. Everything was clean"

Reviewed on May 20, 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
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from May 27 to May 28
CA $105
CA $114 total
May 27 - May 28
includes taxes & fees
7.8/10 Good! (332 reviews)
"Clean and friendly"

Reviewed on May 18, 2026

Super 8 by Wyndham Winner SD
Warrior INN

Warrior INN

2 out of 5
845 SD-44 Winner SD
Fully refundable
The price is CA $111 per night from Jun 2 to Jun 3
CA $111
CA $121 total
Jun 2 - Jun 3
includes taxes & fees
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 Jan 25, 2026

Warrior INN
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.