The Villages Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Erica R Hopper

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, 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
Default Image

Downtown San Jose

4 out of top 10 points of interest in this area
4.5/5(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

Our pick of the best The Villages Hotel Deals

The Domain Hotel

The Domain Hotel

4 out of 5
1085 E El Camino Real Sunnyvale CA
Fully refundableReserve now, pay when you stay
The price is NZ$216 per night from 24 Nov to 25 Nov
NZ$216
24 Nov - 25 Nov
includes taxes & fees
8/10 Very Good! (1,336 reviews)
Affordable, clean, cute, and quiet. Great price for the area - I was a little skeptical based on the price but it was really nice. Also really liked the parking situation - well lit, clean, easy to navigate. I arrived late and left early so may not have a full feel for what it’s like staying there ...

Reviewed on 14 Nov 2025

The Domain 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 NZ$207 per night from 23 Nov to 24 Nov
NZ$207
23 Nov - 24 Nov
includes taxes & fees
9/10 Wonderful! (1,628 reviews)
The staff was soo welcoming and accommodating. Hospitality top-notch, room was soo good and the breakfast soo fulfilling great start to the day. Loved that stay. I’m glad I booked with them❤️

Reviewed on 14 Nov 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 NZ$159 per night from 25 Nov to 26 Nov
NZ$159
25 Nov - 26 Nov
includes taxes & fees
9/10 Wonderful! (2,381 reviews)
Excellent room. Clean. Quiet. Staff is professional. Breakfast was descent. Over all. I would highly recommend this hotel.

Reviewed on 12 Nov 2025

Maple Tree Inn
See all 1,817 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 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.

Discover the most popular places to visit in The Villages

Santana Row Shopping Center

Santana Row Shopping Center

During your trip to San Jose, you can find the perfect gifts to bring home 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

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
Alum Rock Park which includes landscape views and mountains

Alum Rock Park

Hit the great outdoors at San Jose's oldest park and enjoy scenic views over the Bay Area.

Alum Rock Park

Activities

Special Ops: Mysterious Market

The Escape Game San Jose: Epic 60-Minute Adventure at Valley Fair

NZ$82
per adult
The Escape Game San Jose: Epic 60-Minute Adventure at Valley Fair
Silicon Valley Tech Tour

Silicon Valley Tech Tour

NZ$321
per adult
Silicon Valley Tech Tour
Turkish Mosaic Lamp Making Workshop

Turkish Mosaic Lamp Making Workshop

NZ$165
per adult
Turkish Mosaic Lamp Making Workshop
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.