Windsor 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 Windsor Hotel Deals

Sleep Inn & Suites Chesapeake - Portsmouth
Sleep Inn & Suites Chesapeake - Portsmouth
2.5 out of 5
3280 Western Branch Blvd, Chesapeake, VA
Fully refundableReserve now, pay when you stay
The price is NZ$161 per night from 30 Apr to 1 May
NZ$161
per night
30 Apr - 1 May
6.4/10 (303 reviews)
"Room was excellent, clean. Thank you."

Reviewed on 4 Apr. 2024

Sleep Inn & Suites Chesapeake - Portsmouth
Comfort Suites Suffolk - Chesapeake
Comfort Suites Suffolk - Chesapeake
2.5 out of 5
5409 Plummer Blvd, Suffolk, VA
Fully refundableReserve now, pay when you stay
The price is NZ$205 per night from 5 May to 6 May
NZ$205
per night
5 May - 6 May
7.6/10 Good! (999 reviews)
"It was comfortable and clean"

Reviewed on 14 Apr. 2024

Comfort Suites Suffolk - Chesapeake
Hilton Garden Inn Suffolk Riverfront
Hilton Garden Inn Suffolk Riverfront
3 out of 5
100 E Constance Rd, Suffolk, VA
Fully refundableReserve now, pay when you stay
The price is NZ$230 per night from 28 Apr to 29 Apr
NZ$230
per night
28 Apr - 29 Apr
8.4/10 Very Good! (653 reviews)
"It is a lovely property and the staff is excellent. It is undergoing renovation, which made some areas unusable. It will soon be beautiful."

Reviewed on 13 Apr. 2024

Hilton Garden Inn Suffolk Riverfront
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 Windsor holiday package cost?
Starting from as low as , a package is your ticket to low-cost travel. Custom make your Windsor getaway by picking from our great range of flights, hotels and rental cars.
How do I get a cheap travel package to Windsor?
Just think of all the thrilling things you could do in Windsor with extra cash in your pocket. Watch your savings stack up when you bundle your hotel and flights into a Windsor holiday package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can select from over 550 air carriers and 1 000 000 properties globally. Whether you’re heading off with the family or travelling on your own, planning a trip to Windsor is better with a package.
How far in advance should I book my Windsor holiday?
To land cheap prices, book as soon as you can. Air carriers typically advertise flight tickets, along with some of the lowest fares, around 12 months in advance. Hotels, car rental and experiences should also be booked early so you can have the pick of the bunch. If you’re in need of a last-minute getaway to Windsor, there are always lots of great bargains to be had on Expedia. Check them out now!
What does an Expedia Windsor travel package include?
That depends on you. You can pick from a range of Windsor packages, such as a rental car, flight and hotel. You can also book a hotel with a flight, or a rental car with a flight. Once you’ve made your booking, you can add the fun stuff like activities and experiences. Whatever your Windsor trip looks like, get ready to save!
What should I know before booking a Windsor travel package?
So many places to wander around, so many things to do. With a travel package, you’ll be able to tick more of them off your list. Combine your hotels, flights and rental cars and get set to save.
Can I choose my airline with a Windsor Expedia holiday package?
Yes, and with over 550 airlines to choose from around the world, you have loads of choice. Have a look through the available options and see which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Windsor holiday package?
Whether it’s your hotel or flight, you can cancel or amend it. Booked your Windsor holiday package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings older than that, you may be charged a fee by your hotel, airline or car rental company. For more information, browse our Customer Service Portal. We’re here to help you each step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.