Windsor Vacation Packages

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 CA $775 when you book a flight and hotel together*
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    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

Your Windsor Vacation

When you book a Windsor vacation package, you can relax and enjoy your adventure to the fullest. Uncover the highlights of this fascinating city knowing that all your travel needs have been taken care of before you go. During your trip to Windsor, carve some time in your schedule for sightseeing. A popular place to start exploring is Windsor Mills Covered Bridge. Don't put off your visit to this destination any longer. The perfect Windsor vacation is a couple of clicks away with Expedia.

Top Windsor Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Tudor Arms Hotel Cleveland - a DoubleTree by Hilton
The Abbey Apartments By Barsala
InterContinental Cleveland, an IHG Hotel
DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside
InterContinental Suites Hotel Cleveland, an IHG Hotel

Windsor Hotel Deals

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 CA $259 per night from May 29 to May 30
CA $259
CA $318 total
includes taxes & fees
May 29 - May 30
9/10 Wonderful! (487 reviews)
"Kkkkkkkk"

Reviewed on May 21, 2024

The Lodge at Geneva
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 CA $94 per night from May 28 to May 29
CA $94
CA $109 total
includes taxes & fees
May 28 - May 29
7.4/10 Good! (1,002 reviews)
"I could hear very loudly, the next good neighbor turning on the bathtub faucet early in the am! It sounded like ours was being turned on but much louder! The floor was still wet from being washed(that’s good), but it was still gritty. The top of the refrigerator was dirty after being pulled out to ..."

Reviewed on May 20, 2024

Red Roof Inn Cleveland - Mentor/ Willoughby
Best Western Plus Mentor-Cleveland Northeast
Best Western Plus Mentor-Cleveland Northeast
3 out of 5
8434 Mentor Avenue, Mentor, OH
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from May 28 to May 29
CA $159
CA $183 total
includes taxes & fees
May 28 - May 29
9.2/10 Wonderful! (930 reviews)
"Everything"

Reviewed on May 21, 2024

Best Western Plus Mentor-Cleveland Northeast
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 vacation package cost?
Be ready to book, because a getaway to Windsor starts from a tempting CA $880. 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 vacation 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 fulfill those vacation 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 vacation?
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 vacation rentals like mountain cabins and short-term homes. You’ve got loads of choices!
Can I choose my airline with a Windsor Expedia vacation 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 vacation package?
We totally understand that the universe can throw the odd curveball. If you’ve locked in a Windsor vacation 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.