Roosevelt Park Vacations from $265

Book a Hotel + Flight or Car together to unlock savings

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 $372, price is now $265 per person
$265
per person
Dec 12 - Dec 14
found 19 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
9.4/10 Exceptional! (1,035 reviews)
First time staying I only wish I could have stayed longer. Fantastic hotel with heated pool and hot tub.

Reviewed on Oct 13, 2025

Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $599, price is now $333 per person
$333
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
8/10 Very Good! (1,002 reviews)
AC was good! Loved the family style room

Reviewed on Sep 29, 2025

Motel 6 Santa Cruz, CA

Motel 6 Santa Cruz, CA

2 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $940, price is now $624 per person
$624
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
5.8/10 (545 reviews)
Basic motel. Door was difficult to open due to damage to frame. No bulbs in bedside lamp. Smoke alarm smashed Reported but nothing done in a week. Lots of homeless in the area

Reviewed on Sep 20, 2025

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 $1,176, price is now $789 per person
$789
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
San Diego (SAN) to San Jose (SJC)
10/10 Exceptional! (4 reviews)
Great will recommend!

Reviewed on Oct 14, 2025

Aloft Cupertino

Aloft Cupertino

3 out of 5
Save 100% on your flight
Price was $474, price is now $345 per person
$345
per person
Dec 21 - Dec 24
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to San Jose (SJC)
8.6/10 Excellent! (1,005 reviews)
Facility is kind of old.

Reviewed on Oct 11, 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

Maple Tree Inn

Maple Tree Inn

3 out of 5
711 E El Camino Real, Sunnyvale, CA
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $116 total per night from Nov 1 to Nov 2
$116 total
Nov 1 - Nov 2
Total with taxes and fees
9/10 Wonderful! (2,312 reviews)
"Free breakfast every morning was really nice. The bed was comfortable. Location was very nice. Things I didn't care for was the check-in personnel. Also didn't like the bathroom lights. Not very bright. The person who checked me out was very nice, professional and smiled."

Reviewed on Oct 8, 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
$111 nightly
The price is $127 total per night from Nov 14 to Nov 15
$127 total
Nov 14 - Nov 15
Total with taxes and fees
9/10 Wonderful! (1,626 reviews)
"Clean hotel, nice staff."

Reviewed on Oct 7, 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
$88 nightly
The price is $101 total per night from Nov 14 to Nov 15
$101 total
Nov 14 - Nov 15
Total with taxes and fees
8.4/10 Very Good! (258 reviews)
"No problem checking in and also checking out. Wheelchair acceasdible"

Reviewed on Oct 8, 2025

Spark by Hilton San Jose Airport
See all 2,343 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

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
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
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
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.