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Top Winner Vacation Deals
Price found within the past 48 hours. Click for updated prices.




Clubhouse Hotel & Suites Pierre
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Québec (YQB) to Pierre (PIR)
8.8/10 Excellent! (1,006 reviews)
The place was already over priced for what it is, but then after an unfriendly staff member almost finished checking us in, they sprung an additional 50$ fee for amenities. The breakfast was being made with no pride, most hotels I’ve stayed at for half the price were better. At least it had a 24 gym, even tho it had very limited equipment. The bathtub was slightly larger than a regular one. The outdoor area advertised in the picture was just a door to the parking area. I wouldn’t stay here again
Reviewed on Jul. 18, 2025
Winner Hotel Deals

Holiday Inn Express & Suites Winner by IHG
1360 E Highway 44, Winner, SD
Fully refundable
The price is CA $141 per night from Jul 27 to Jul 28
CA $141
CA $154 total
Jul 27 - Jul 28
includes taxes & fees
8.8/10 Excellent! (318 reviews)
"Staff were friendly and accommodating"
Reviewed on Jul. 12, 2025

Super 8 by Wyndham Winner SD
902 E Highway 44, Winner, SD
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from Aug 10 to Aug 11
CA $104
CA $113 total
Aug 10 - Aug 11
includes taxes & fees
7.6/10 Good! (291 reviews)
"We didn’t see much of the property as we got in late & left early."
Reviewed on Jun. 29, 2025

Knights Inn Winner
845 E. Highway 44, Winner, SD
5.2/10 (76 reviews)
"I stayed at this hotel because I was in Winner, South Dakota to go pheasant hunting with my dog. The hotel is absolutely accommodating for hunters with dogs. The staff were friendly and helpful. The hotel has a very good continental breakfast. I will stay in Knights Inn the next time I am hunting ..."
Reviewed on Oct. 23, 2024
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.