The Villages Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Our guide on 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
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 SAP Center at San Jose and San Pedro Square Market, and jump on the metro at Santa Clara Station or St James Station to see more of the city.
South San Jose
1 out of top 10 points of interest in this area
Consider exploring the abundant dining options in South San Jose. If sightseeing is on the list, Almaden Plaza is a top attraction. Hop on the metro at Blossom Hill Station (VTA) or Snell Station to see more of the area.
Willow Glen
When in Willow Glen and the surrounding area, you'll want to check out sights like The Pruneyard Shopping Center or SAP Center at San Jose and hop on the metro to see more of the city at Bascom Station or Fruitdale Station.
West San Jose
1 out of top 10 points of interest in this area
If you're spending some time in West San Jose, Winchester Mystery House and Santana Row Shopping Center are top sights worth seeing.
North San Jose
1 out of top 10 points of interest in this area
While you're in North San Jose, take in top sights like Topgolf San Jose or Silicon Valley, and hop on the metro to see more of the city at Cisco Station or Baypointe Station.
Our pick of the best The Villages Hotel Deals
Wild Palms, a JdV by Hyatt Hotel
910 E Fremont Ave Sunnyvale CA
Fully refundableReserve now, pay when you stay
NZ$212
19 Sept - 20 Sept
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Clean room, easy to park"
Reviewed on 11 Sept 2026
Sonesta Silicon Valley
1820 Barber Ln Milpitas CA
Fully refundableReserve now, pay when you stay
NZ$224
2 Oct - 3 Oct
includes taxes & fees
Hyatt Place San Jose Airport
82 Karina Court, Airport San Jose CA
Fully refundableReserve now, pay when you stay
NZ$253
25 Sept - 26 Sept
includes taxes & fees
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 holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in The Villages from just . And the more you bundle, the more dollars you save. The holiday 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 holiday 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 holiday dreams.
Where should I stay in The Villages?
Most people who visit The Villages include both Winchester Mystery House and San Jose Convention Centre 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 holiday?
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 cosy apartment in the city, Expedia can make it happen for less.
Can I choose my airline with a The Villages Expedia holiday 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 holiday package?
Certainly, and we're here to help. You may be able to amend or cancel your The Villages holiday 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.
Activities
Agnews Historic Park Personalized Self-Guided App Tour
NZ$8
per traveller
San Jose State University: Personalized Self-Guided App Tour
NZ$8
per traveller
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.