Windsor Holidays

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Windsor Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
24 Jul - 27 Jul
found 22 hours ago
Return flight included
Singapore (SIN) to Orlando (MCO)
7.8/10 Good! (1,262 reviews)
Speedy and very cordial. The water park was an additional $25 per person and I wasn't expecting that; neither the surprised additional $70 resort fee at check in

Reviewed on 10 Jun, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
24 Jul - 27 Jul
found 22 hours ago
Return flight included
Singapore (SIN) to Orlando (MCO)
8.6/10 Excellent! (1,000 reviews)
Great amenities from inside your hotel room to the pool area! A little inconsistent with what kitchen tools each room has but enough for a family to be comfortable and make a meal! The only negative experience was the highly offensive marketing team. We were offered a free gift and the opportunity to learn more about Westgate properties. That dude did not do well. We were offered a late check out but the key card stopped working at 10 am. Otherwise, no issues. My family members from CA and TX booked other suites. We all agreed we would stay here again!

Reviewed on 11 Jun, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
24 Jul - 27 Jul
found 22 hours ago
Return flight included
Singapore (SIN) to Orlando (MCO)
8.2/10 Very Good! (4,996 reviews)
I had great time at the West Gate resort i didn't want to leave. Its a great place for the kids.

Reviewed on 11 Jun, 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
per person
24 Jul - 27 Jul
found 22 hours ago
Return flight included
Singapore (SIN) to Orlando (MCO)
9/10 Wonderful! (1,001 reviews)
I did not enjoy my stay at the hose for the time i had to call the office and could never get it was some inconvenience anyone to seevice my washing maxhine.

Reviewed on 11 Jun, 2025

Vintage At Horizon West Apartments By Barsala

Vintage At Horizon West Apartments By Barsala

4 out of 5
per person
24 Jul - 27 Jul
found 22 hours ago
Return flight included
Singapore (SIN) to Orlando (MCO)
9.4/10 Exceptional! (3 reviews)
Enjoyed the stay. It was quiet and clean

Reviewed on 11 May, 2025

Top hotels in Windsor

Hotel Indigo Gainesville-Celebration Pointe by IHG
Hotel Indigo Gainesville-Celebration Pointe by IHG
3.5 out of 5
5020 SW 30th Lane, Gainesville, FL
Fully refundable
The price is S$144 per night from 6 Jul to 7 Jul
S$144
6 Jul - 7 Jul
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
"Great Hotel"

Reviewed on 6 Jun, 2025

Hotel Indigo Gainesville-Celebration Pointe by IHG
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 S$246 per night from 22 Jun to 23 Jun
S$246
22 Jun - 23 Jun
includes taxes & fees
9.4/10 Exceptional! (1,225 reviews)
"Nice staff, fast check in and beautiful room. Valet only, no pool"

Reviewed on 8 Jun, 2025

Hotel Eleo at the University of Florida
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
Fully refundableReserve now, pay when you stay
The price is S$111 per night from 15 Jun to 16 Jun
S$111
15 Jun - 16 Jun
includes taxes & fees
8.2/10 Very Good! (1,633 reviews)
"Hotel and room was very clean. Beds were super comfortable with nice and soft bedding. Older hotel that has been updated is most areas but was super clean."

Reviewed on 9 Jun, 2025

hom hotel + suites, Trademark Collection by Wyndham
See all 762 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.

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 S$1,802. 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.

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

Sante Fe College

Explore the campus of Sante Fe College during your trip to Gainesville. You can attend a sporting event while in the area.

Sante Fe College

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.