Windsor Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Flight + Hotel Deals in Windsor
Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
International Drive District
€904
per person
11 Oct - 18 Oct
found 5 hours ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.8/10 Excellent! (3,001 reviews)
It was great. Breakfast was acceptable, but I would have liked more variety.
Reviewed on 7 Sept 2026
The Delaney Hotel
South Orange
€1,046
per person
11 Oct - 18 Oct
found 5 hours ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,202 reviews)
Excellent hotel, with modern and spacious rooms and great location. The restaurant seemed great, however you need a reservation to get in for diner since the staff at the hospital usually eats there. The only inconvenience is the noise from the ambulances acteoss the street, so make sure to ask for a room facing the opposite street.
Reviewed on 8 Sept 2026
Top hotels in Windsor
Drury Inn & Suites Gainesville
4000 Southwest 40th Blvd Gainesville FL
Fully refundableReserve now, pay when you stay
€102
16 Sept - 17 Sept
includes taxes & fees
Sleep Inn & Suites University/Shands
4110 SW 40th Boulevard Gainesville FL
Fully refundable
€78
5 Oct - 6 Oct
includes taxes & fees
8.8/10 Excellent! (1,301 reviews)
"Family friendly"
Reviewed on 8 Sept 2026
DoubleTree by Hilton Gainesville
3726 Sw 40th Blvd Gainesville FL
Fully refundableReserve now, pay when you stay
€90
4 Oct - 5 Oct
includes taxes & fees
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?
We make it easy for everyone to travel, with Windsor holiday packages starting from as low as €904. You'll have the flexibility to combine your favourite hotels, airlines and car rental. For the ultimate escape, why not add a few activities and tours to your itinerary?
How do I get a cheap travel package to Windsor?
Imagine all the thrilling things you could do in Windsor with a wad of extra cash in your wallet. Watch your savings stack up when you bundle your airfare and hotel bookings into a Windsor holiday package. You have loads of choice when you book your trip with Expedia too. In fact, you can select from more than 550 airlines and 1,000,000 hotels around the globe. Whether you're taking off with the family or surprising your special someone, planning a getaway to Windsor is better with a package.
How far in advance should I book my Windsor holiday?
To score discount prices, book as early as you can. Air carriers typically release tickets, along with some of the lowest fares, up to 12 months ahead of time. Hotels, experiences and car rental should also be booked well in advance so you can have the pick of the bunch. If you were hoping for a last-minute getaway in Windsor, there are always lots of great bargains to be had on Expedia. Book something in today!
What does an Expedia Windsor travel package include?
Packages include flights, hotels and rental cars, but you can mix and match them to create your perfect Windsor trip. You can also add on fun things like tours and activities once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll get access to deals you won't find elsewhere.
What should I know before booking a Windsor travel package?
Whether it's relaxation or adventure you're seeking, a Windsor holiday package lets you organise your escape your way. Plus, you'll get access to great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Windsor Expedia holiday package?
Most definitely. Expedia has more than 550 airline partners to select from around the globe. With so many choices, finding the right carrier to whisk you away to Windsor will be a snap.
If I'm not able to travel, can I cancel my Windsor holiday package?
If your holiday plans in Windsor have been upended, it's a relief to know that you can amend or cancel your booking. If your booking was made in the last 24 hours, you may be able to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge a cancellation fee. For more details, check our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
