The Villages Vacations

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The Villages Flight + Hotel packages

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TRYP by Wyndham Orlando

TRYP by Wyndham Orlando

International Drive District
$765
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orange County Convention Center and Orlando Vineland Premium Outlets are located nearby.
Friendly staff

Reviewed on Oct 23, 2026

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

Florida Center
$818
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orlando International Premium Outlets and Universal Orlando Resort are located nearby.
Let start with, I do not leave reviews often, and never negative until now. We were placed on the 18th floor, the elevators were always slow to arrive. The water pressure in shower was horrible, very light. The toilet could barely flush regardless if anything in it or not, and the overall condition (dirty grout and caulk) of the bathroom was average at best, needs upgrading. The king mattress was extremely firm to point it was uncomfortable, and also had a significant valley in center which was troublesome. The pillows were ok, but woke up every morning with an allergy type feeling due to them. The room was close to elevators so the noise was also inconvenient as well as air conditioning noise from above the room. Paying $34/day to park when staying at the hotel is absurd, and there wasn't even a place for complimentary coffee, you had to buy Starbucks or go to Cafe. The pool was nice, no issues there, and the fitness center was also decent. Overall, not happy with this hotel, and would never recommend.

Reviewed on Oct 23, 2026

DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport

Airport North
$831
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Mall and Ventura Country Club are located nearby.
staySky Suites - I Drive Orlando

staySky Suites - I Drive Orlando

International Drive District
$771
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and Universal’s Islands of Adventure are located nearby.
Great location very clean and quiet

Reviewed on Oct 20, 2026

Staybridge Suites Orlando at SeaWorld by IHG

Staybridge Suites Orlando at SeaWorld by IHG

$862
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Orange County Convention Center and Orlando Vineland Premium Outlets are located nearby.
Aloft by Marriott Orlando Lake Buena Vista

Aloft by Marriott Orlando Lake Buena Vista

$766
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orlando Vineland Premium Outlets and Disney Springs™ are located nearby.
Beds are uncomfortable

Reviewed on Oct 24, 2026

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The Villages Vacation Packages

Trying to save time and money on your next vacation to The Villages? Well, AARP Travel Center Powered by Expedia® is here to help. We're here to book everything you'll need to make your The Villages trip one to remember. With only a few clicks, you can pick the best The Villages vacation package for you and your family. AARP Travel Center has a huge selection of flights and hotels, as well as local endeavors to select from.

The Villages Hotels

You can choose from around 648 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the The Villages hot spots, we have plenty of options available.

We have great deals on everything from all-inclusive resorts that meet all the vacation must-haves to inexpensive hotels perfect for those on wanting to save a little money. You can search all the options and pick the accommodation that is best for you and your family. With AARP Travel Center's The Villages hotel packages, you not only get a great rate on your flight, but also a great place to stay.

Things to do in The Villages

The Villages is larger than it seems with around 61,046 people making this city their home. With this area's local attractions you may have a hard time fitting everything into one trip.

Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.

Package Your The Villages Vacation and Save

With so much to see and do in The Villages, you'll be wanting to plan your itinerary, not devoting time to finding the hotel with the lowest rate. AARP Travel Center allows you to quickly book everything you want, and save money at the same time. You can plan your whole trip, including activities in The Villages from just one place. So what are you waiting for? Bundle now and save!

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Frontier Airlines
Southwest Airlines
American Airlines
JetBlue Airways