Estates Vacations from $332

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

Your Estates Vacation

Your next big adventure beckons with a vacation package to Estates. Excitement, fun and great times — you're bound to find it in this neighborhood. Include some sightseeing activities during your trip to Estates. Nearby Coyote Creek Parkway Path and Montgomery Hill are on the must-visit lists of many tourists. Don't just think about it — take action! Reserve your perfect Estates vacation with Expedia and experience travel your way.

The Latest Estates Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sonesta San Jose - Milpitas

Sonesta San Jose - Milpitas

Save 100% on your flight
$332
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
8.8/10 Excellent! (1,040 reviews)
Aqua Breeze Inn

Aqua Breeze Inn

Westside Santa Cruz
Save 100% on your flight
$873
per person
Oct 1 - Oct 8
found 17 hours ago
Roundtrip flight included
Austin (AUS) to San Jose (SJC)
8.2/10 Very Good! (1,010 reviews)
The mattress was very old and broken down. Replacement would get 5 stars!! Aside from that it was great. Perfect location and vibes!

Reviewed on Aug 22, 2026

La Bahia Hotel and Spa

La Bahia Hotel and Spa

Westside Santa Cruz
Save 100% on your flight
$2,569
per person
Oct 1 - Oct 8
found 17 hours ago
Roundtrip flight included
Austin (AUS) to San Jose (SJC)
9.6/10 Exceptional! (438 reviews)
@ Marbella Lane - SJ Designer Home 3BR Ldry+p

@ Marbella Lane - SJ Designer Home 3BR Ldry+p

Save 100% on your flight
$1,209
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
No reviews
Marbella Lane - 3BR Designer Near Valley Fair

Marbella Lane - 3BR Designer Near Valley Fair

Save 100% on your flight
$1,012
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
No reviews

Where to stay in Estates

Find the best Estates areas and neighborhoods for the activities you enjoy most. Learn more about Estates
A historic building with a clock tower, adjacent to a modern high-rise building.

Downtown San Jose

5 out of top 10 points of interest in this area

This city on San Francisco Bay is not only a technology center, but also filled with cultural and historic attractions.

A cityscape at sunset with a mountain range in the foreground and a river in the distance.

South San Jose

1 out of top 10 points of interest in this area

Southern region of San Jose, California, featuring a mix of businesses, green spaces, and parks. Explore trails like Coyote Creek and Guadalupe River, or visit parks such as Almaden Quicksilver County Park. Easily accessible via VTA stations and highways.

A cityscape with a sunset over mountains.

Willow Glen

Explore this historic downtown with diverse architectural styles, and upscale living. Enjoy shopping and dining in Downtown Willow Glen, and access nearby VTA light rail and Caltrain stations.

A highway sign for Exit 2B to San Jose on I-101 South, 1 mile ahead.

North San Jose

If you're spending time in North San Jose, check out sights like Samsung Semiconductor Inc or Topgolf San Jose and hop on the metro to see more the city at Cisco Station or Baypointe Station.

A large, ornate building with a red roof and multiple towers, surrounded by well-manicured gardens and palm trees.

West San Jose

1 out of top 10 points of interest in this area

While visiting West San Jose, you might make a stop by sights like Winchester Mystery House and Santana Row Shopping Center.

Estates Hotel Deals

Sonesta Silicon Valley

Sonesta Silicon Valley

1820 Barber Ln Milpitas CA
Fully refundableReserve now, pay when you stay
$114 nightly
$130 total
Sep 12 - Sep 13
Total with taxes and fees
9.2/10 Wonderful! (2,168 reviews)
"The area was a good area to stay at. However the room was poorly cleaned (dirty towels, many carpet stains, dirty cups, bathroom with mildew on tiles, walls dirty with hand prints everywhere, door had food stuff on it, table dirty, hair and stains on bed) and could use many updates. During our stay, ..."

Reviewed on Aug 22, 2026

Sonesta Silicon Valley
Wild Palms, a JdV by Hyatt Hotel

Wild Palms, a JdV by Hyatt Hotel

910 E Fremont Ave Sunnyvale CA
Fully refundableReserve now, pay when you stay
$101 nightly
$114 total
Aug 30 - Aug 31
Total with taxes and fees
8.8/10 Excellent! (1,016 reviews)
"Great spot. Nice view the room itself was great. The property altogether is very nice as well as the staff"

Reviewed on Aug 23, 2026

Wild Palms, a JdV by Hyatt Hotel
Uptown Oasis San Jose Airport

Uptown Oasis San Jose Airport

1355 N 4th Street San Jose CA
Fully refundableReserve now, pay when you stay
$91 nightly
$106 total
Sep 4 - Sep 5
Total with taxes and fees
8.2/10 Very Good! (948 reviews)
"Staff"

Reviewed on Aug 23, 2026

Uptown Oasis San Jose Airport
See all 1,572 properties in Estates
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.

Things to do

LEGOLAND Discovery Center Bay Area

LEGOLAND Discovery Center Bay Area

$30
per adult
LEGOLAND Discovery Center Bay Area
Self Guided Walking Tour in Agnews Historic Park

Agnews Historic Park Personalized Self-Guided App Tour

$5
per traveler
Agnews Historic Park Personalized Self-Guided App Tour
Silicon Valley Tech Tour

Silicon Valley Tech Tour

$185
per adult
Silicon Valley Tech 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.