Windsor Holidays from AU$1,748

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Your Windsor Holiday

When a getaway to the city is calling your name, answer it with a Windsor holiday package. With all your travel plans taken care of before you leave, all you have to do here is concentrate on making unforgettable memories. During your trip to Windsor, give yourself enough time for sightseeing. An excellent place to start is Kates Fish Camp. That dream Windsor holiday is just clicks away. Explore airfares, hotels and more on Expedia for a trip that's tailored just for you.

The Latest Windsor Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Orlando International Dr Conv Ctr

Embassy Suites by Hilton Orlando International Dr Conv Ctr

3.5 out of 5
International Drive District
Price was AU$2,168, price is now AU$1,748 per person
AU$1,748
per person
26 Sept - 3 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.6/10 Excellent! (1,004 reviews)
The property was beautiful and my family and I felt welcomed instantly. The breakfast they offered was amazing and they absolutely catered to all of the guests. It was by far the best experience at a hotel my family and I had.

Reviewed on 20 Aug. 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was AU$2,955, price is now AU$2,055 per person
AU$2,055
per person
26 Sept - 3 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.6/10 Exceptional! (1,000 reviews)
Property was amazing and one of the cleanest rooms ive ever stayes in.

Reviewed on 24 Aug. 2025

DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
International Drive District
Price was AU$2,291, price is now AU$1,856 per person
AU$1,856
per person
26 Sept - 3 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
7.4/10 Good! (6,083 reviews)
This is a nice clean place lifestyle. The rooms are a little old and tired, but they’re clean very serviceable.

Reviewed on 26 Aug. 2025

JW Marriott Orlando Grande Lakes

JW Marriott Orlando Grande Lakes

4 out of 5
Price was AU$3,618, price is now AU$2,962 per person
AU$2,962
per person
26 Sept - 3 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (1,010 reviews)
Great hotel with a every amenity you can imagine in landscaped grounds. Good choice of dining options, friendly helpful staff.

Reviewed on 25 Aug. 2025

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

3 out of 5
Millenia
Price was AU$2,179, price is now AU$1,792 per person
AU$1,792
per person
26 Sept - 3 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (329 reviews)
The staff were very friendly especially the guy with “ dreadlocks” working at the bar in the morning. I enjoyed my stay

Reviewed on 26 Aug. 2025

Windsor Holiday

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 Curtis M. Phillips Centre

Our pick of the best Windsor Hotel Deals

Sleep Inn & Suites University/Shands

Sleep Inn & Suites University/Shands

2.5 out of 5
4110 SW 40th Boulevard, Gainesville, FL
The price is AU$149 per night from 31 Aug to 1 Sept
AU$149
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"Good value."

Reviewed on 24 Aug. 2025

Sleep Inn & Suites University/Shands
DoubleTree by Hilton Gainesville

DoubleTree by Hilton Gainesville

4 out of 5
3726 Sw 40th Blvd, Gainesville, FL
The price is AU$137 per night from 2 Sept to 3 Sept
AU$137
2 Sept - 3 Sept
includes taxes & fees
7.6/10 Good! (1,004 reviews)
"Got here late. They still were able to get dinner for me and give me a glass of wine."

Reviewed on 21 Aug. 2025

DoubleTree by Hilton Gainesville
Hyatt Place Gainesville Downtown

Hyatt Place Gainesville Downtown

3 out of 5
212 SE 1ST STREET,, Gainesville, FL
The price is AU$185 per night from 24 Sept to 25 Sept
AU$185
24 Sept - 25 Sept
includes taxes & fees
9/10 Wonderful! (1,056 reviews)
"Loved it"

Reviewed on 20 Aug. 2025

Hyatt Place Gainesville Downtown
See all 778 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
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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 AU$1,748. 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.