The Villages Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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

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Top Holiday Package Deals in The Villages

Price found within the past 48 hours. Click for updated prices.
Hyatt House San Jose Airport

Hyatt House San Jose Airport

3 out of 5
North San Jose
Price was CA $1,080, price is now CA $824 per person
CA $824
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Calgary (YYC) to San Jose (SJC)
9/10 Wonderful! (1,003 reviews)
hyatt 一如既往的高水准服务，就算是hyatt house 也是在美国比较好的了

Reviewed on Mar 16, 2026

@ Marbella Lane - Stylish Cozy4br in Siliconvalley

@ Marbella Lane - Stylish Cozy4br in Siliconvalley

3 out of 5
Price was CA $4,049, price is now CA $2,759 per person
CA $2,759
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Jose (SJC)
No reviews
Avatar Hotel Santa Clara, Tapestry Collection by Hilton

Avatar Hotel Santa Clara, Tapestry Collection by Hilton

3.5 out of 5
Price was CA $1,321, price is now CA $926 per person
CA $926
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Jose (SJC)
8.6/10 Excellent! (273 reviews)
The rooms were basic, but cute, clean, and comfortable. Perfect baseline amenities. The staff, however, was amazing. Couldn't ask for a better, more attentive team.

Reviewed on Mar 6, 2026

Holiday Inn San Jose - Silicon Valley by IHG

Holiday Inn San Jose - Silicon Valley by IHG

3 out of 5
Rosemary
Price was CA $1,442, price is now CA $1,090 per person
CA $1,090
per person
May 3 - May 9
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Jose (SJC)
8.2/10 Very Good! (1,127 reviews)
They charg $19 for car park a day and 50 deposit for every day that was not mentioned on the web . This is san Josy not LA the park was mostly empty and I don’t see any need for this expensive car park charg I. Arazona and Vegas big hotels charged 10 , this charged 20 too much

Reviewed on Mar 8, 2026

Hyatt Place San Jose Airport

Hyatt Place San Jose Airport

3 out of 5
North San Jose
Price was CA $1,128, price is now CA $877 per person
CA $877
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Jose (SJC)
9/10 Wonderful! (1,547 reviews)
Everything was perfect! Ty

Reviewed on Mar 15, 2026

Where to stay in The Villages

Find the best The Villages areas and neighborhoods for the activities you enjoy most. Learn more about The Villages
Downtown San Jose featuring heritage architecture

Downtown San Jose

5 out of top 10 points of interest in this area
4.5/5(31 area reviews)

Known for its fascinating museums and great live music, there's plenty to explore in Downtown San Jose. You can visit top attractions like SAP Center at San Jose and San Pedro Square, and jump on the metro at Santa Clara Station or St James Station to see more of the city.

Find hotels in Downtown San Jose

The Villages Hotel Deals

Spark by Hilton San Jose Airport

Spark by Hilton San Jose Airport

3 out of 5
2585 Seaboard Ave San Jose CA
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Apr 5 to Apr 6
CA $120
CA $138 total
Apr 5 - Apr 6
includes taxes & fees
8.6/10 Excellent! (554 reviews)
A fine and simple stay. Nice accommodations and helpful staff. Clean and no-fuss.

Reviewed on Mar 18, 2026

Spark by Hilton San Jose Airport
Sonesta Select San Jose Airport

Sonesta Select San Jose Airport

3 out of 5
1727 Technology Dr San Jose CA
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Apr 3 to Apr 4
CA $130
CA $152 total
Apr 3 - Apr 4
includes taxes & fees
8.8/10 Excellent! (1,737 reviews)
Good area close to the airport close to the freeway dining areas nearby. staff is great. Price is good. Pet friendly. Clean rooms good amenities.

Reviewed on Mar 17, 2026

Sonesta Select San Jose Airport
The Ameswell Hotel

The Ameswell Hotel

4.5 out of 5
800 Moffett Blvd Mountain View CA
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Mar 27 to Mar 28
CA $177
CA $197 total
Mar 27 - Mar 28
includes taxes & fees
9.6/10 Exceptional! (1,212 reviews)
Even with the heater being repaired, the outdoor pool was still refreshing. While microwaves are not standard in the room, they are available upon request.

Reviewed on Mar 20, 2026

The Ameswell Hotel
See all 1,881 properties in The Villages
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.
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All Inclusive Vacations
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Frequently asked questions

How much does a The Villages vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in The Villages from just CA $824. And the more you bundle, the more dollars you save. The vacation of your dreams has never been so affordable.
How do I get a cheap travel package to The Villages?
One word: bundle. Flights, hotels and rental cars — combine whatever you need into a The Villages vacation package and save. Score even more discounts when you add extras such as tours or experiences to your booking. But that's not the only good part. You have the freedom to customize your trip your own way. We offer over 550 air carriers and 1,000,000 hotel options across the world, so that everyone has an opportunity to travel and live out those vacation dreams.
Where should I stay in The Villages?
Most people who visit The Villages include both Winchester Mystery House and San Jose Convention Center on their bucket lists. Why not select a hotel close to one of these popular attractions?
How far in advance should I book my The Villages vacation?
While not all air carriers release ticket prices early, you can normally start comparing international fares on Expedia up to a year in advance. This is when you'll nab some fantastic bargains. If you've left things to the last minute, you might still get lucky. Sometimes the lowest prices become available only weeks prior to departure.
What does an Expedia The Villages travel package include?
Flights, rental cars and hotels — you'll find them all here. With Expedia, you can create your The Villages package just how you like it. All you have to do is work out what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the greater the savings!
What should I know before booking a The Villages travel package?
When you book your hotels, flights and car rentals together, you'll walk away with awesome discounts. Whether you're planning a rural escape in a cottage or would rather stay in a cozy apartment in the city, Expedia can make it happen for less.
Can I choose my airline with a The Villages Expedia vacation package?
Yes, and with more than 550 airlines to select from globally, you've got lots of choice. Have a look through the available options and see which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my The Villages vacation package?
Certainly, and we're here to help. You may be able to amend or cancel your The Villages vacation package for free within 24 hours of booking. But you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If your travel plans suddenly change, take a look at our Customer Service Portal for more information.

Discover the most popular places to visit in The Villages

A perfect holiday evening ❤

Santana Row Shopping Center

4.5/5(8 reviews)

During your trip to San Jose, you can enjoy retail therapy at Santana Row Shopping Center. Attend a sporting event or discover the mountain views in this family-friendly area.

Santana Row Shopping Center
Winchester Mystery House

Winchester Mystery House

4.5/5(16 reviews)

Wonder about the alleged hauntings and other mysteries as you chart the life of a gun magnate’s widow in this unfinished manor.

Winchester Mystery House
Raging Waters showing a waterpark and swimming as well as a large group of people

Raging Waters

Bring your family to Raging Waters and enjoy some excitement at this theme park in San Jose. Discover the top-notch restaurants and great live music in this family-friendly area.

Raging Waters

Things to do

San Jose Sharks Ice Hockey Game at SAP Center

San Jose Sharks Ice Hockey Game at SAP Center

CA $106
per adult
San Jose Sharks Ice Hockey Game at SAP Center
Picture 2 for Activity San Jose: Valley Ghosts Haunted Walking Tour

San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette

CA $33
per adult
San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette
Private 2-hour San Jose State University Tour: Secret Stories

San Jose State University: Personalized Self-Guided App Tour

CA $7
per traveller
San Jose State University: Personalized Self-Guided App Tour
See all activities in San Jose
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.