Winchester Vacation Packages
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Top Winchester Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hilton Cincinnati Netherland Plaza
Downtown Cincinnati
Price was CA $993, price is now CA $896 per person
CA $896
per person
Aug 14 - Aug 17
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Cincinnati (CVG)
8/10 Very good! (1,565 reviews)
One of the best hotel bars in the world. I've stayed here for over 40 years, and I'll be back.
Reviewed on Jun 27, 2026
voco The Clair Cincinnati Downtown by IHG
Downtown Cincinnati
Price was CA $1,147, price is now CA $1,023 per person
CA $1,023
per person
Aug 14 - Aug 17
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Cincinnati (CVG)
9.2/10 Wonderful! (1,249 reviews)
The staff members were friendly and helpful
Reviewed on Jun 27, 2026
Hampton Inn & Suites Cincinnati-Downtown
Downtown Cincinnati
Price was CA $1,134, price is now CA $1,034 per person
CA $1,034
per person
Aug 14 - Aug 17
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Cincinnati (CVG)
8.6/10 Excellent! (1,008 reviews)
The hotel was clean and the staff were all amazing. The only drawbacks were 1. The rooms didn't have refrigerators or microwaves 2. The parking situation. We were aware and prepared for the parking situation ahead of time. We thought we would try to save some money and self park though instead of valet. All of the elevators in the garage were out of order. Fortunately we didn't have a ton of luggage, but if we had, that would have been arduous. Overall though this hotel was great. We would definitely stay again. It is walkable to all of the downtown attractions including The Great American Ballpark and Paycor Stadium. There are numerous restaurants nearby too.The rooms are clean and the beds are comfortable.
Reviewed on Jun 26, 2026
Wingate by Wyndham - Cincinnati - Blue Ash
Price was CA $1,045, price is now CA $968 per person
CA $968
per person
Aug 14 - Aug 17
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Cincinnati (CVG)
8.6/10 Excellent! (1,015 reviews)
The only only bad things about our stay is that the mattress and pillows were uncomfortable. The bathroom fan didn't work. The breakfast was good. The staff was wonderful. If we go back, I'd love a room facing the park.
Reviewed on Jun 24, 2026
Winchester Hotel Deals
Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !
Winchester OH
10/10 Exceptional! (284 reviews)
"The pictures of the cabin do not do it justice! The home is absolutely beautiful! Beautifully furnished, fully stocked with everything you could need in the kitchen, and in a breathtakingly beautiful area! The hosts are so nice, and easy to contact. Your only regret about this rental would be if ..."
Reviewed on Jun 12, 2026
Countryside Inn & Suites
100 Leininger Street Mount Orab OH
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Jul 5 to Jul 6
CA $116
CA $131 total
Jul 5 - Jul 6
includes taxes & fees
7.2/10 Good! (576 reviews)
"Nice water pressure. The only bad thing it doesn't have elevators. It's got two levels, but no elevator. The staff was nice enough to give us the bottom floor because it would be hard to climb stairs for me."
Reviewed on Jun 27, 2026
Quality Inn Seaman
55 Stern Dr Seaman OH
Fully refundable
The price is CA $122 per night from Jul 23 to Jul 24
CA $122
CA $134 total
Jul 23 - Jul 24
includes taxes & fees
7.4/10 Good! (308 reviews)
"Perfectly fine hotel for the area. It's a little run down but it's also in the middle of nowhere so my expectations weren't high. Its clean and the people are nice. My only complaint is that even though the hotel is non-smoking, because of my rooms location it absolutely reeked of cigarette ..."
Reviewed on Jun 22, 2026
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.
