Winchester Holidays

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
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    Better together
    Save up to NZ$545 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Our pick of the best Winchester Hotel Deals

Countryside Inn & Suites
Countryside Inn & Suites
2.5 out of 5
100 Leininger Street, Mount Orab, OH
Fully refundableReserve now, pay when you stay
The price is NZ$158 per night from 17 Jun to 18 Jun
NZ$158
per night
17 Jun - 18 Jun
7/10 Good! (405 reviews)
"Cleaness"

Reviewed on 2 Jun. 2024

Countryside Inn & Suites
Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !
Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !
Winchester
10/10 Exceptional! (240 reviews)
We will stay again! Great property and hosts
"It was perfect for the event we were attending! The hosts were amazing and the property is beautiful! Next time we stay we are going to stay an extra day so we can enjoy it a bit more!! Thank you for allowing our bosties to come with us, they had a blast!"

Reviewed on 21 May 2024

Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !
French Quarter Inn
French Quarter Inn
3 out of 5
25 East McDonald Parkway, Maysville, KY
Fully refundableReserve now, pay when you stay
The price is NZ$178 per night from 9 Jun to 10 Jun
NZ$178
per night
9 Jun - 10 Jun
8.8/10 Excellent! (627 reviews)
"The room was big and comfortable...lots of nice extras...jet tub, microwave, mini fridg...good breakfast as well. Folks were very friendly...will definitely be back!"

Reviewed on 1 Jun. 2024

French Quarter 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.

Frequently asked questions

How much does a Winchester holiday package cost?
Starting from as low as , you can create your own Winchester holiday package. Simply combine hotels, flights and rental cars and we’ll reward you with discounts.
How do I get a cheap travel package to Winchester?
Just imagine all the awesome things you could do in Winchester with a wad of extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and other bookings into a Winchester holiday package. You have loads of choice when it comes to booking with Expedia too. In fact, you can pick from over 550 airlines and 1 000 000 properties around the globe. Whether you’re taking a holiday with the whole family or travelling on your own, planning a trip to Winchester is better with a package.
What are the top hotels in Winchester?
When it comes to comfortable places to stay in Winchester, you can’t beat Budget Host Inn. Take a look at our deals and pick up a bargain.
How far in advance should I book my Winchester holiday?
While prices do change, we generally suggest booking your seats as early as possible. Many international fares can be found on Expedia up to a year in advance. If you’re booking last minute, you may still get lucky. Cheap tickets to Winchester sometimes emerge only weeks before departure.
What does an Expedia Winchester travel package include?
That depends on what you’re after. If you’re travelling by yourself, you might decide to bundle flights and hotels. Taking the whole family to Winchester? A travel package that includes rental cars, flights and hotels might suit you better. Expedia gives you the flexibility and freedom to build your own travel package.
What should I know before booking a Winchester travel package?
A package can be more affordable than individually booking everything you need for your adventure. For example, combine your flights, hotels and rental cars and save a tidy sum. No matter your holiday goals, you’re bound to find a package that’s perfect for you.
If I'm not able to travel, can I cancel my Winchester holiday package?
Your situation can change without warning, so yes, you can. You may be able to cancel or change your Winchester holiday package at no cost within 24 hours of booking. For older bookings, you can still cancel or make changes, but your hotel, car rental company or airline may charge a fee. Looking for more information? Visit our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.