Windsor Holidays from £727
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 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 easyPackages with flights are ATOL protected
Your Windsor Holiday
When a city adventure is calling, answer it with a Windsor holiday package. With all your travel needs in place before you go, all you have to do here is focus on enjoying yourself. Eager to see some sights? Spend some time enjoying major attractions such as Kates Fish Camp during your trip to Windsor. Expedia will help you escape your daily routine. Tailor your holiday to Windsor to suit your travel style, whatever that may be!
Top Windsor Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
The Delaney Hotel
South Orange
£945
per person
24 Oct - 30 Oct
found 5 hours ago
Return direct flight included
London (LHR) to Orlando (MCO)
9.6/10 Exceptional! (1,202 reviews)
First impressions were great. The suite was huge! The Tavern was awesome, and management resolved concerns promptly. Its a bonus to have access to a fridge and microwave. The coffee makers were nice for making mini coffees. The only suggestion I'd have is to adjust the doors to not slam so loudly! I'd stay here again!
Reviewed on 23 Sept 2026
Vista Cay by Orlando Resort Rentals on Universal Boulevard
£750
per person
8 Dec - 15 Dec
found 1 day ago
Return direct flight included
London (LON) to Orlando (MCO)
9.4/10 Exceptional! (1,008 reviews)
The resort in itself was okay. My family loved how close everywhere was to the resort and the pools were nice.
The 2 bedroom apartment that we occupied was overall okay. I believe that it could have been more clean because we did discover that the main bedroom was a bit dusty. I noticed that certain furniture and the walls of the room had some noticeable dust particles, which unfortunately, resulted in my family, including my baby, developing a slight cold and being congested our entire stay.
Also, the dryer machine was not heating properly which was a major inconvenience for me and my family as our stay was for 7 days. When we called the customer service number, we were advised that someone will check it out for us the next day but nobody ever came. I was quite disappointed that the issue wasn’t resolved. This resulted in us having to hang out our clothes and towels to dry on the balcony.
Besides the dust in the apartment and the dryer machine, our stay was okay. I’m not certain if I would book here again, but if we somehow do, I hope it would be a better experience.
Reviewed on 22 Sept 2026
Windsor Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Gainesville Regional Airport (GNV) |
Top Sights | Florida Museum of Natural History, University of Florida Bat Houses and Hippodrome State Theatre |
Top hotels in Windsor
Drury Inn & Suites Gainesville
4000 Southwest 40th Blvd Gainesville FL
Fully refundableReserve now, pay when you stay
£88
29 Sept - 30 Sept
includes taxes & fees
9.6/10 Exceptional! (1,607 reviews)
"Early dinner, free wine and free breakfast. Breakfast staff was helpful with waffle machine"
Reviewed on 22 Sept 2026
Sleep Inn & Suites University/Shands
4110 SW 40th Boulevard Gainesville FL
Fully refundable
£68
13 Oct - 14 Oct
includes taxes & fees
Country Inn & Suites by Radisson, Gainesville, FL
4015 Sw 43rd St Gainesville FL
Fully refundable
£74
29 Sept - 30 Sept
includes taxes & fees
9.2/10 Wonderful! (2,002 reviews)
"Great place to stay"
Reviewed on 22 Sept 2026
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.
What to do in Windsor
Interlachen: Rodman Reservoir Trophy Bass Fishing Trip
£319
per adult
Frequently asked questions
How much does a Windsor travel package cost?
Handcraft your Windsor travel package from just £727. Choose from any combination of flights, hotels and rental cars to create the getaway you've long been dreaming about. Remember to add on a few experiences or activities!
If I'm not able to travel, can I cancel my Windsor travel package?
Yes, you can. We realise life doesn't always go to plan, so we're here to help if you need to make changes to your Windsor travel package. You may be able to amend or cancel your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Windsor?
Bundle, bundle, bundle. Flights, hotels and rental cars — combine whatever you need into a Windsor holiday package to save loads of cash. Score even better deals when you add extras such as day 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 air carriers and 1,000,000 hotel options around the world, so that everyone has a chance to travel and fulfil those holiday fantasies.
Does Expedia offer Book Now, Pay Later Windsor holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has devised a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a terrific getaway without drying up your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your trip. Consider one of these flexible payment options:
- Pay monthly holidays: Klarna has manageable monthly payment plans that work for all types of budgets, so you can escape on that well-deserved holiday sooner.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday in multiple transactions.
- Low deposit holidays: Clicking on the "book now" button is much easier with this payment plan. Put down a small deposit on your holiday and then start working on your travel itinerary.
How far in advance should I book my Windsor holiday?
While prices change frequently, we generally recommend booking your holiday as soon as possible. Most international fares are available on Expedia up to a year in advance. If circumstances have left you booking late, you might still be lucky. Discount prices to Windsor occasionally appear just weeks before departure.
What does an Expedia Windsor travel package include?
Packages include rental cars, hotels and flights, but you can combine any of them to create your dream Windsor getaway. You can also add on fun things like tours and activities once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find elsewhere.
What should I know before booking a Windsor travel package?
You'll land amazing savings when you combine your hotels, flights and rental cars into a package. Not only that, booking everything in one place just makes things easier. So why waste your time or money? Whether you're organising a luxury city stay with your love or a low-cost family road trip, have a look at our package deals today.
Can I choose my airline with a Windsor Expedia travel package?
Yes, so take your pick! We have access to over 550 partner airlines globally, so you can tailor your Windsor holiday according to your budget and needs.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
