Windsor Holidays from £588

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages 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.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
12 Oct - 19 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.2/10 Very Good! (5,097 reviews)
Overall good experience. The villas need to be updated, more modern. The staff was helpful.

Reviewed on 30 Jul 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
per person
12 Oct - 19 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.6/10 Excellent! (1,006 reviews)
I arrived with my family at Westgate and the check in process was easy. Staff helpful and friendly. The room was comfortable and clean. Loved the place. Very near the Universal parks. Will stay again.

Reviewed on 31 Jul 2025

ette hotel

ette hotel

5 out of 5
Save 100% on your flight
per person
12 Oct - 19 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.8/10 Exceptional! (313 reviews)
Fantastic hotel. Beautiful room, great food, exceptional staff and the smell was phenomenal

Reviewed on 27 Jul 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Save 100% on your flight
per person
10 Sept - 17 Sept
found 4 hours ago
Return direct flight included
Edinburgh (EDI) to Orlando (MCO)
9/10 Wonderful! (1,003 reviews)
Early check in? Forget about it, go with Rentyl they got me in by 12 PM ( twice ) also checkout is at 10 PM. Not worth it through VSTAYS in my opinion. Rentyl got me in early twice in two weeks. Is it a good home yes. But man did the front desk suck.

Reviewed on 29 Jul 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
per person
12 Oct - 19 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,000 reviews)
This hotel is awesome! The bar downstairs has a great vibe, delicious food, and an excellent happy hour. As EV drivers, we really appreciated being able to fully charge our car before heading home. The hotel is dog friendly, and our room was clean, comfortable, and perfect for our stay. The staff and bartenders were incredibly kind and welcoming. Highly recommend staying here!

Reviewed on 30 Jul 2025

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

hom hotel + suites, Trademark Collection by Wyndham

hom hotel + suites, Trademark Collection by Wyndham

2.5 out of 5
3905 Sw 43rd St, Gainesville, FL
8.2/10 Very Good! (1,700 reviews)
"Friendly staff"

Reviewed on 22 Jul 2025

Get rates
hom hotel + suites, Trademark Collection by Wyndham
Hyatt Place Gainesville Downtown

Hyatt Place Gainesville Downtown

3 out of 5
212 SE 1ST STREET,, Gainesville, FL
Fully refundableReserve now, pay when you stay
The price is £97 per night from 24 Aug to 25 Aug
£97
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (1,023 reviews)
"Good area, nice rooms and clean. Worked out great."

Reviewed on 28 Jul 2025

Hyatt Place Gainesville Downtown
Hotel Eleo at the University of Florida

Hotel Eleo at the University of Florida

3 out of 5
1514 Southwest 14th Street, Gainesville, FL
Fully refundableReserve now, pay when you stay
The price is £160 per night from 3 Aug to 4 Aug
£160
3 Aug - 4 Aug
includes taxes & fees
9.4/10 Exceptional! (1,247 reviews)
"Nice hotel"

Reviewed on 30 Jul 2025

Hotel Eleo at the University of Florida
See all 771 properties in Windsor
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Shands at the University of Florida

If Shands at the University of Florida is what brings you to town, hopefully you'll have a chance to explore more of Gainesville.

Shands at the University of Florida

Frequently asked questions

How much does a Windsor travel package cost?
Handcraft your Windsor travel package from just £588. 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.