Roosevelt Park Vacations from $208

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Your Roosevelt Park Vacation

Roosevelt Park is beckoning! Whatever type of escape you're organizing, get ready to discover the best of this neighborhood with a Roosevelt Park vacation package. Want to head out and see the sights during your trip to Roosevelt Park? Don't miss nearby attractions such as San Jose State University, SAP Center at San Jose and Rosicrucian Egyptian Museum. Whatever your ideal Roosevelt Park vacation may look like, you can turn it into reality with Expedia.

The Latest Roosevelt Park Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Shashi Hotel Mountain View Palo Alto

Shashi Hotel Mountain View Palo Alto

5 out of 5
Save 100% on your flight
Price was $278, price is now $208 per person
$208
per person
Jan 16 - Jan 18
found 21 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
9.4/10 Exceptional! (1,138 reviews)
Very understanding And positive staff. Didn’t hear a no for a answer.

Reviewed on Dec 2, 2025

Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $790, price is now $476 per person
$476
per person
Jan 28 - Feb 1
found 7 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to San Jose (SJC)
8/10 Very Good! (1,002 reviews)
Parking was easy, but I did need to leave early cause of a family emergency and wasn't able to get a refund, but the staff was nice about it. Just wish we could specify on website

Reviewed on Dec 3, 2025

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

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

3 out of 5
Save 100% on your flight
Price was $1,660, price is now $1,188 per person
$1,188
per person
Jan 28 - Feb 1
found 7 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to San Jose (SJC)
No reviews
@ 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 $1,306, price is now $938 per person
$938
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to San Jose (SJC)
No reviews
Global Luxury Suites San Jose Downtown

Global Luxury Suites San Jose Downtown

4 out of 5
Downtown San Jose
Price was $962, price is now $717 per person
$717
per person
Jan 28 - Feb 1
found 9 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to San Jose (SJC)
6.6/10 (29 reviews)
The room was in good condition, amenities were fine. Biggest issue was the location of the room to San Pedro Square. Unless the windows and doors are replaced there is a major noise issue in this unit - every night of the week there is live music, on Thurs-Sat there is music until 2:00am. This is very impactful to sleep

Reviewed on Oct 28, 2025

Where to stay in Roosevelt Park

Find the best Roosevelt Park areas and neighborhoods for the activities you enjoy most. Learn more about Roosevelt Park
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

Roosevelt Park 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
$109 nightly
The price is $123 total per night from Dec 18 to Dec 19
$123 total
Dec 18 - Dec 19
Total with taxes and fees
8.2/10 Very Good! (1,395 reviews)
The room was spacious and welcoming. The bed was heaven.

Reviewed on Dec 7, 2025

The Domain Hotel
Maple Tree Inn

Maple Tree Inn

3 out of 5
711 E El Camino Real Sunnyvale CA
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $112 total per night from Dec 27 to Dec 28
$112 total
Dec 27 - Dec 28
Total with taxes and fees
9/10 Wonderful! (2,442 reviews)
Front office staff are very friendly and welcoming. Rooms are clean and beds are comfortable.

Reviewed on Dec 5, 2025

Maple Tree Inn
Sonesta Silicon Valley

Sonesta Silicon Valley

4 out of 5
1820 Barber Ln Milpitas CA
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $120 total per night from Dec 29 to Dec 30
$120 total
Dec 29 - Dec 30
Total with taxes and fees
9/10 Wonderful! (1,646 reviews)
Room was never cleaned despite making a housekeeping request the night before- as required. Staff were pleasant, room key had to be fixed 3x during stay. Amenities- everything was opened. Hot tub locked one night as security forgot to open it the morning of but it was fixed by staff. Will recommend ...

Reviewed on Dec 8, 2025

Sonesta Silicon Valley
See all 2,465 properties in Roosevelt Park
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 Roosevelt Park

Winchester Mystery House

Winchester Mystery House

4.5/5(569 reviews)

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

Santana Row Shopping Center

4.5/5(119 reviews)

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
Raging Waters showing a waterpark and swimming as well as a large group of people

Raging Waters

5/5(1 review)

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
Picture 2 for Activity San Jose: Valley Ghosts Haunted Walking Tour

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

$32
per adult
80% of travellers recommend
San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette
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.