Estates Vacations from $242

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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.
Juniper Hotel Cupertino, Curio Collection by Hilton

Juniper Hotel Cupertino, Curio Collection by Hilton

4 out of 5
Price was $366, price is now $242 per person
$242
per person
Dec 4 - Dec 6
found 1 day ago
Roundtrip flight included
Long Beach (LGB) to San Jose (SJC)
9/10 Wonderful! (1,006 reviews)
Nice room, cute outdoor seating area. Limited dining options in the area.

Reviewed on Sep 26, 2025

Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $2,146, price is now $1,210 per person
$1,210
per person
Nov 28 - Dec 1
found 9 hours ago
Roundtrip non-stop flight included
New York (JFK) to San Jose (SJC)
8/10 Very Good! (1,002 reviews)
AC was good! Loved the family style room

Reviewed on Sep 29, 2025

@ Marbella Lane - 3BR Designer Near Valley Fair

@ Marbella Lane - 3BR Designer Near Valley Fair

3 out of 5
Save 100% on your flight
Price was $1,874, price is now $1,291 per person
$1,291
per person
Dec 26 - Dec 29
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
No reviews
La Bahia Hotel and Spa

La Bahia Hotel and Spa

3.5 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $2,083, price is now $1,456 per person
$1,456
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Jose (SJC)
10/10 Exceptional! (4 reviews)
Wonderful property, great and very helpful staff. Loved the spacious room and big bathroom, and patio with seating. Details in room and throughout hotel are beautiful! Enjoyed our dinner at High Tide, and Low Tide.

Reviewed on Sep 29, 2025

Shashi Hotel Mountain View Palo Alto

Shashi Hotel Mountain View Palo Alto

5 out of 5
Price was $380, price is now $269 per person
$269
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Mesa (AZA) to San Jose (SJC)
9.4/10 Exceptional! (1,035 reviews)
My friends and I went to a concert at Shoreline Amplitheatre and staying at the Shashi was the best decision! The rooms were so clean, beds comfy, walking distance to and from the venue, the absolute best!!!!!

Reviewed on Oct 1, 2025

Where to stay in Estates

Find the best Estates areas and neighborhoods for the activities you enjoy most. Learn more about Estates
Downtown San Jose featuring heritage architecture

Downtown San Jose

4 out of top 10 points of interest in this area
4/5(936 area reviews)

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

Find hotels in Downtown San Jose

Estates Hotel Deals

Maple Tree Inn

Maple Tree Inn

3 out of 5
711 E El Camino Real, Sunnyvale, CA
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $120 total per night from Oct 11 to Oct 12
$120 total
Oct 11 - Oct 12
Total with taxes and fees
9/10 Wonderful! (2,295 reviews)
"Subway, n out are close to walking distance"

Reviewed on Sep 26, 2025

Maple Tree Inn
Sonesta Silicon Valley

Sonesta Silicon Valley

4 out of 5
1820 Barber Ln, Milpitas, CA
$118 nightly
The price is $135 total per night from Oct 31 to Nov 1
$135 total
Oct 31 - Nov 1
Total with taxes and fees
9/10 Wonderful! (1,641 reviews)
"This was the 4th and final hotel I stayed at on a seven day road trip from Oregon to Disney and back. This had by far the lushest, most comfortable bed of the trip. I was in a lot of pain from straining my back on the trip and finally got some much needed comfortable sleep here. We had tickets for ..."

Reviewed on Sep 29, 2025

Sonesta Silicon Valley
Spark by Hilton San Jose Airport

Spark by Hilton San Jose Airport

3 out of 5
2585 Seaboard Ave, San Jose, CA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $103 total per night from Oct 10 to Oct 11
$103 total
Oct 10 - Oct 11
Total with taxes and fees
8.4/10 Very Good! (225 reviews)
"TV stopped working and i had to call the front desk 2 times until someone came to change the batteries 20 minutes later, we also forgot 2 jackets in the closet and i called to have them hold them for me i was told there was nothing there."

Reviewed on Sep 29, 2025

Spark by Hilton San Jose Airport
See all 1,803 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Estates

This is a great place across from the mall where you could eat at a diverse set of restaurants!

Santana Row Shopping Center

During your trip to San Jose, you can enjoy retail therapy 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
Raging Waters showing a waterpark and swimming as well as a large group of people

Raging Waters

Bring your family to Raging Waters and enjoy some excitement at this theme park in San Jose. Discover the top-notch restaurants and great live music in this family-friendly area.

Raging Waters

Things to do

LEGOLAND Discovery Center Bay Area

LEGOLAND Discovery Center Bay Area

$28
per adult
LEGOLAND Discovery Center Bay Area
San Jose: "The Escape Game" Ticket at Valley Fair

San Jose: "The Escape Game" Ticket at Valley Fair

$47
per adult
100% of travellers recommend
San Jose: "The Escape Game" Ticket at Valley Fair
Picture 2 for Activity San Jose: Valley Ghosts Haunted Walking Tour

San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette

$32
per adult
San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette
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.