
Winchester Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Winchester Vacation Deals
Price found within the past 48 hours. Click for updated prices.



Firehouse Lofts
Downtown Cincinnati
Price was CA $3,156, price is now CA $2,870 per person
CA $2,870
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Cincinnati (CVG)
2/10 (1 review)
I booked Firehouse Lofts specifically because the listing advertised a hot tub, which was a major factor in my decision. Unfortunately, my original unit did not have one. Several hours later, I was moved to a different unit that was also supposed to have a hot tub, but that unit did not have one either. Additionally, the second unit did not have the large soaking tub that was available in my original unit.
The back-and-forth process of packing, unpacking, and moving between units took up a significant amount of my time, and I did not get settled back into my original unit until around 9 PM. This was frustrating and took away from the experience I had planned and paid for.
I do appreciate that I received a partial refund, and I’m glad the situation was at least partially addressed. However, the overall experience was disappointing, especially since the advertised amenity was the main reason I chose this property.
Reviewed on Oct 26, 2026
Winchester Hotel Deals

Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !
Winchester OH
10/10 Exceptional! (300 reviews)
"The cabin was great. It was a little difficult to turn a 16ft box trailer in the driveway but I will stay again. I will just try to take a smaller trailer. Perfect cabin for a couple or a family. The owner is great at communicating and was very polite. Highly recommend!"
Reviewed on Nov 6, 2026

Quiet Farm Escape | Fishing, Nature & Views
Winchester OH
The price is CA $657 per night from Nov 13 to Nov 14
CA $657
CA $985 total
Nov 13 - Nov 14
includes taxes & fees

French Quarter Inn
25 East McDonald Parkway Maysville KY
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Dec 1 to Dec 2
CA $169
CA $188 total
Dec 1 - Dec 2
includes taxes & fees
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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.








