The Villages Trips (flight + hotel)

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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

4 out of top 10 points of interest in this area

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

Find hotel + flight trips in Downtown San Jose

Top hotels in The Villages

Holiday Inn San Jose - Silicon Valley, an IHG Hotel
Holiday Inn San Jose - Silicon Valley, an IHG Hotel
3 out of 5
1350 N 1st Street, San Jose, CA
Fully refundable
The price is P7,304 per night from 29 Sep to 30 Sep
P7,304
per night
29 Sep - 30 Sep
7.8/10 Good! (1,000 reviews)
"Good"

Reviewed on Sep 23, 2024

Holiday Inn San Jose - Silicon Valley, an IHG Hotel
Sonesta Silicon Valley
Sonesta Silicon Valley
4 out of 5
1820 Barber Ln, Milpitas, CA
Fully refundableReserve now, pay when you stay
The price is P7,780 per night from 28 Sep to 29 Sep
P7,780
per night
28 Sep - 29 Sep
9/10 Wonderful! (1,380 reviews)
"Nice and quiet hote, the stuff was kind. Rooms is nice, but water in the room cost $6 for a bottle...i think it's very expressive and should be free like other hotels I visited."

Reviewed on Sep 23, 2024

Sonesta Silicon Valley
La Quinta Inn & Suites by Wyndham San Jose Silicon Valley
La Quinta Inn & Suites by Wyndham San Jose Silicon Valley
2.5 out of 5
1036 NORTH FOURTH STREET, San Jose, CA
Fully refundableReserve now, pay when you stay
The price is P8,720 per night from 28 Oct to 29 Oct
P8,720
per night
28 Oct - 29 Oct
8.4/10 Very Good! (535 reviews)
"Didn’t like that the free parking was on the street didn’t look to safe"

Reviewed on Sep 25, 2024

La Quinta Inn & Suites by Wyndham San Jose Silicon Valley
See all 1,692 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.

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 . 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.

Popular places to visit

Image for Santana Row Shopping Center

Santana Row Shopping Center

You can browse for souvenirs with a trip to Santana Row Shopping Center, a favorite shopping spot in San Jose. Attend a sporting event or discover the mountain views in this family-friendly area.

Santana Row Shopping Center
Image for Winchester Mystery House

Winchester Mystery House

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
Image for San Jose Convention Center

San Jose Convention Center

Learn about the events happening at San Jose Convention Center during your trip to San Jose. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

San Jose Convention Center

Things to do

Image for San Jose: Valley Ghosts Haunted Walking Tour

San Jose: Valley Ghosts Haunted Walking Tour

P1,348
Per adult
San Jose: Valley Ghosts Haunted Walking Tour
Image for San Jose: One day Yosemite and Giant Sequoias Tour

San Jose: One day Yosemite and Giant Sequoias Tour

P16,227
Per adult
92% of travellers recommend
San Jose: One day Yosemite and Giant Sequoias Tour
Image for San Jose Ghosts Tour

San Jose Ghosts Tour

P1,263
Per adult
San Jose Ghosts 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.