The Villages Holidays

Book a Hotel + Flight or Car together to unlock savings

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
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Downtown San Jose

4 out of top 10 points of interest in this area
3.5/5(5 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

Top hotels in The Villages

Sonesta Silicon Valley

Sonesta Silicon Valley

4 out of 5
1820 Barber Ln, Milpitas, CA
Fully refundable
The price is 2.625.572 ₫ per night from 5 Sept to 6 Sept
2.625.572 ₫
2.998.271 ₫ total
5 Sept - 6 Sept
includes taxes & fees
9/10 Wonderful! (1,572 reviews)
"We enjoyed the buffet breakfast"

Reviewed on 11 Aug 2025

Sonesta Silicon Valley
Maple Tree Inn

Maple Tree Inn

3 out of 5
711 E El Camino Real, Sunnyvale, CA
Fully refundableReserve now, pay when you stay
The price is 2.483.649 ₫ per night from 15 Aug to 16 Aug
2.483.649 ₫
2.804.552 ₫ total
15 Aug - 16 Aug
includes taxes & fees
9/10 Wonderful! (2,186 reviews)
"The breakfast was pretty good and the property itself felt safe and quiet. Everything was good."

Reviewed on 11 Aug 2025

Maple Tree Inn
Hyatt Place San Jose Airport

Hyatt Place San Jose Airport

3 out of 5
82 Karina Court, Airport, San Jose, CA
Fully refundableReserve now, pay when you stay
The price is 2.812.174 ₫ per night from 1 Sept to 2 Sept
2.812.174 ₫
3.244.215 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (1,414 reviews)
"The breakfast was fantastic!! The best ive had at a hotel the staff was friendly nobody bothered us I would def come again thank you"

Reviewed on 10 Aug 2025

Hyatt Place San Jose Airport
See all 1,706 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 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 1null000null000 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.

Popular places to visit

San Jose McEnery Convention Center

San Jose McEnery Convention Center

Learn about the events happening in San Jose McEnery 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 McEnery Convention Center
Alum Rock Park showing mountains and landscape views

Alum Rock Park

Explore the great outdoors at Alum Rock Park, a lovely green space in San Jose. Discover the top-notch restaurants and great live music in this family-friendly area.

Alum Rock Park
Tech Museum which includes interior views

The Tech Interactive

You can spend an afternoon browsing the exhibits at The Tech Interactive during your trip to San Jose. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

The Tech Interactive