Winchester Holidays

Book a Hotel + Flight or Car together to unlock savings

    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

Quality Inn Jacksonville near I-72
Quality Inn Jacksonville near I-72
2.5 out of 5
200 Comfort Drive, Jacksonville, IL
Fully refundableReserve now, pay when you stay
The price is NZ$125 per night from 23 Jun to 24 Jun
NZ$125
per night
23 Jun - 24 Jun
7.8/10 Good! (301 reviews)
"Great staff."

Reviewed on 6 Jun. 2024

Quality Inn Jacksonville near I-72
Best Western Jacksonville Inn
Best Western Jacksonville Inn
2.5 out of 5
1709 W Morton Ave, Jacksonville, IL
Fully refundableReserve now, pay when you stay
The price is NZ$148 per night from 18 Jun to 19 Jun
NZ$148
per night
18 Jun - 19 Jun
8.4/10 Very Good! (552 reviews)
Great value off I-72
"Shower was awesome, bed very comfortable."

Reviewed on 13 Jun. 2024

Best Western Jacksonville Inn
Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
2401 Holliday Ln, Jacksonville, IL
Fully refundableReserve now, pay when you stay
The price is NZ$161 per night from 23 Jun to 24 Jun
NZ$161
per night
23 Jun - 24 Jun
9.2/10 Wonderful! (387 reviews)
"This was a very new facility and good value for the money."

Reviewed on 11 Jun. 2024

Sleep Inn & Suites
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?
Live it up in Winchester from just . We offer a wonderful selection of flights, rental cars and hotels to suit your travel style. Land even more discounts when you add a few sightseeing tours to your package.
How do I get a cheap travel package to Winchester?
Secure flights that fit your schedule, add a hotel room to your booking and watch the savings grow with a Winchester holiday package. It’s as simple as that! From hotels and flights to rental cars and tours, Expedia is where your cheap getaway begins. And with over 550 air carriers and 1 000 000 hotels all over the world to pick from, you’ll never be short of choice.
How far in advance should I book my Winchester holiday?
You’ll be rewarded with the biggest variety at the cheapest prices by booking your Winchester holiday nice and early. Air carriers usually advertise tickets around 12 months before departure, so reserve your spot ASAP. That being said, Expedia is committed to giving you the best bargains around, so it’s never a bad time to book your dream holiday!
What does an Expedia Winchester travel package include?
Rental cars, flights and hotels — you’ll discover them all here. With Expedia, you can create your Winchester travel package just how you like it. All you have to do is work out just what you need. Once you’ve made your booking, you can add extras like activities and tours. The more you bundle, the bigger the savings!
What should I know before booking a Winchester travel package?
Our prices are always low. However, you’ll grab an even better deal when you book your flights, hotels and car rentals together. With an Expedia package, you’ll get transparent pricing and a huge range of choice.
Can I choose my airline with a Winchester Expedia holiday package?
Expedia has access to more than 550 partner airlines worldwide, so you sure can! Just select your favourite carrier and create the perfect Winchester holiday.
If I'm not able to travel, can I cancel my Winchester holiday package?
We get that life can throw you the odd curveball. If you’ve booked a Winchester holiday package and have to change or cancel it, we can help. We suggest browsing our Customer Service Portal first for information. But generally, if you’ve taken out your package within 24 hours, you may be able to cancel or amend your itinerary at no cost. If it’s been more than 24 hours, your hotel, airline or car rental company may impose a charge.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.