
Winchester Vacations from $367
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The Latest Winchester vacation packages
Price found within the past 48 hours. Click for updated prices.

Hilton Cincinnati Netherland Plaza
Downtown Cincinnati
Price was $509, price is now $367 per person
$367
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Cincinnati (CVG)
7.8/10 Good! (1,145 reviews)
Great old hotel. The building itself is beautiful old architecture but the age shows. Hallway carpets need to be cleaned, but overall a pleasant stay.
Reviewed on Aug 26, 2025

Belterra Casino Resort
Save 100% on your flight
Price was $734, price is now $511 per person
$511
per person
Oct 12 - Oct 17
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Cincinnati (CVG)
8.4/10 Very Good! (1,000 reviews)
Enjoyed everything except the bathroom. No vent fan in the bathroom. Steamed up badly when showering.
Service was good at the bar in the Stadium Sports Bar but it was very slow if seated at a table.
Reviewed on Aug 26, 2025


Hyatt Regency Cincinnati
Downtown Cincinnati
Save 100% on your flight
Price was $771, price is now $552 per person
$552
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Cincinnati (CVG)
9/10 Wonderful! (1,497 reviews)
I had an amazing stay here! The staff were amazing! This is my first trip to Cincinnati and I loved every bit of it, but the staff here made it that much better! Special shout out to Brandon, Scott, and my beautiful waitress! I am not going to butcher her name, but she was very attentive, personable, and kind. The valet staff were all so courteous! I just knew Adam got sick of me going to get my keys every 5 minutes, but he was so pleasant anyway.
All in all, great place to stay and the people are amazing.
Reviewed on Aug 25, 2025

The Cincinnatian Hotel Curio Collection by Hilton
Downtown Cincinnati
Save 100% on your flight
Price was $641, price is now $460 per person
$460
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Cincinnati (CVG)
7.6/10 Good! (1,002 reviews)
It’s a beautiful hotel, I just wish we could have stayed longer.
Reviewed on Aug 21, 2025
Winchester Hotel Deals

Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !
Winchester
10/10 Exceptional! (269 reviews)
Great place
"Would definitely come back"
Reviewed on Aug 11, 2025

Beverly hills inn
1830 U.S. 52, Aberdeen, OH
Fully refundableReserve now, pay when you stay
$50 nightly
The price is $56 total per night from Aug 29 to Aug 30
$56 total
Aug 29 - Aug 30
Total with taxes and fees
8.6/10 Excellent! (110 reviews)
"Older motel but it's clean and safe."
Reviewed on Aug 23, 2025

Countryside Inn & Suites
100 Leininger Street, Mount Orab, OH
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $98 total per night from Sep 11 to Sep 12
$98 total
Sep 11 - Sep 12
Total with taxes and fees
7/10 Good! (525 reviews)
Perfect stopover
"This is a very convenient, easily accessible, reasonably priced, property run by a hands on staff working hard to catch up on some deferred maintenance. Lots of food options nearby. Overall, I would stay there again if in the area."
Reviewed on Aug 11, 2025
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.