Windsor Holidays

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
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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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    Plan, book, and manage your trip all in one place

Our pick of the best Windsor Hotel Deals

Red Roof Inn Cleveland - Mentor/ Willoughby
Red Roof Inn Cleveland - Mentor/ Willoughby
2 out of 5
4166 State Route 306, Willoughby, OH
Fully refundableReserve now, pay when you stay
The price is NZ$123 per night from 23 May to 24 May
NZ$123
per night
23 May - 24 May
7.4/10 Good! (1,002 reviews)
"Very clean and tidy while taking care of extremely nice staff overall super enjoyable"

Reviewed on 28 Apr. 2024

Red Roof Inn Cleveland - Mentor/ Willoughby
The Lodge at Geneva
The Lodge at Geneva
3.5 out of 5
4888 N. Broadway, Geneva, OH
Fully refundableReserve now, pay when you stay
The price is NZ$302 per night from 19 May to 20 May
NZ$302
per night
19 May - 20 May
9/10 Wonderful! (484 reviews)
"Hot tub outside patio off of room peaceful, beautiful view of lake Erie"

Reviewed on 13 May 2024

The Lodge at Geneva
Holiday Inn Express And Suites Painesville - Concord, an IHG Hotel
Holiday Inn Express And Suites Painesville - Concord, an IHG Hotel
2.5 out of 5
11200 Gold Court, Painesville, OH
Fully refundable
The price is NZ$279 per night from 21 May to 22 May
NZ$279
per night
21 May - 22 May
9.4/10 Exceptional! (667 reviews)
"Hotel was clean. Breakfast was tasty."

Reviewed on 7 May 2024

Holiday Inn Express And Suites Painesville - Concord, an IHG Hotel
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?
Be ready to book, because a getaway to Windsor starts from a tempting . When you bundle your flights, hotels and car rentals into a package, you’ll pick up the best prices.
How do I get a cheap travel package to Windsor?
It’s as simple as bundling. Hotels, flights and rental cars — combine whatever you need into a Windsor holiday package and save. Score even more discounts when you add extras such as activities or tours to your booking. But that’s not the only impressive part. You have the flexibility to put together your trip your own way. We offer over 550 airlines and 1 000 000 hotels globally, so that everyone has a chance to travel and fulfil those holiday dreams.
Where should I stay in Windsor?
Windsor features several fascinating places to explore, like Windsor Mills Covered Bridge. Stay somewhere close by and make sightseeing simple.
How far in advance should I book my Windsor holiday?
Search Expedia to compare international airfares ASAP. You can generally purchase a ticket up to 12 months in advance. If it’s too early for your preferred carrier, or you’ve left things to the last minute, don’t worry. Cheap tickets to Windsor occasionally appear a few weeks before the date of departure.
What does an Expedia Windsor travel package include?
Choose from any combination of hotels, flights and rental cars. Once you’ve made your booking, you can also add on experiences and tours. Want to pick your fare class? That’s possible too. The choice is yours when it comes to putting together your ideal Windsor escape.
What should I know before booking a Windsor travel package?
Booking all the parts of your trip together is a smart way to save. Combine your airfares, rental cars and hotels into a neat package. But it’s not just hotels. Expedia has all sorts of properties, including holiday homes like mountain cabins and short-term homes. You’ve got loads of choices!
Can I choose my airline with a Windsor Expedia holiday package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the flexibility to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Windsor holiday package?
We totally understand that the universe can throw the odd curveball. If you’ve locked in a Windsor holiday package and need to cancel or change it, we’re here to help. We recommend checking out our Customer Service Portal first for information. But in general, if you’ve booked your package within 24 hours, you may be able to cancel or change your itinerary free of charge. If it’s been longer than 24 hours, your hotel, airline or car rental company may impose a fee.

Discover the most popular places to visit in Windsor

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.