Roosevelt Park Vacation Packages

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Top Holiday Package Deals in Roosevelt Park

Price found within the past 48 hours. Click for updated prices.
Grand Bay Hotel San Francisco

Grand Bay Hotel San Francisco

4 out of 5
Redwood Shores
per person
Aug. 8 - Aug. 13
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Jose (SJC)
8.2/10 Very Good! (1,007 reviews)
It is so nice to watch fish swimming in the bay from the hotel room. Kids love it.

Reviewed on May 26, 2024

Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Save 100% on your flight
per person
Jul. 3 - Jul. 9
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Jose (SJC)
7.6/10 Good! (1,000 reviews)
I love that the employee gave me the option for beach view.

Reviewed on May 25, 2024

Howard Johnson by Wyndham Santa Cruz Beach Boardwalk

Howard Johnson by Wyndham Santa Cruz Beach Boardwalk

2 out of 5
Westside Santa Cruz
Save 100% on your flight
per person
Jul. 3 - Jul. 9
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Jose (SJC)
7/10 Good! (1,000 reviews)
Good property. Close to Boardwalk. Not fancy but it served our needs. I would come back

Reviewed on May 17, 2024

Holiday Inn Express Hotel & Suites Santa Cruz, an IHG Hotel

Holiday Inn Express Hotel & Suites Santa Cruz, an IHG Hotel

2.5 out of 5
Westside Santa Cruz
per person
Jul. 3 - Jul. 9
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Jose (SJC)
8/10 Very Good! (1,005 reviews)
Thank you for the wonderful stay, we throughly enjoyed our stay, on our honeymoon week. Great breakfast too.

Reviewed on Jun. 1, 2024

Babbling Brook Inn

Babbling Brook Inn

3 out of 5
Westside Santa Cruz
per person
Jul. 3 - Jul. 9
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Jose (SJC)
8.4/10 Very Good! (964 reviews)
Manuel was awesome and greeted us as soon as we parked, offered to help with bags, a d made sure we had what we needed. The property is so gorgeous and serene. Im definitely going back when I am in town.

Reviewed on May 18, 2024

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

3 out of top 10 points of interest in this area
4.5/5(31 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 San Pedro Square and St. Joseph Cathedral Basilica, and jump on the metro at Santa Clara Station or St James Station to see more of the city.

Find hotel + flight trips 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
The price is CA $134 per night from Jun. 21 to Jun. 22
CA $134
CA $151 total
includes taxes & fees
Jun 21 - Jun 22
9/10 Wonderful! (1,553 reviews)
"Done"

Reviewed on May 28, 2024

Maple Tree Inn
Shashi Hotel Mountain View Palo Alto
Shashi Hotel Mountain View Palo Alto
5 out of 5
1625 N Shoreline Blvd, Mountain View, CA
The price is CA $179 per night from Jun. 8 to Jun. 9
CA $179
CA $206 total
includes taxes & fees
Jun 8 - Jun 9
9.2/10 Wonderful! (566 reviews)
"I can’t recommend this hotel enough, it’s spotless, excellent amenities and ambience, good value and location. I was really impressed by our stay and will stay again"

Reviewed on May 27, 2024

Shashi Hotel Mountain View Palo Alto
Sonesta Select San Jose Airport
Sonesta Select San Jose Airport
3 out of 5
1727 Technology Dr, San Jose, CA
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Jun. 2 to Jun. 3
CA $176
CA $204 total
includes taxes & fees
Jun 2 - Jun 3
8.4/10 Very Good! (1,050 reviews)
Definitely stay here
"Excellent customer service and room was clean and comfortable"

Reviewed on May 28, 2024

Sonesta Select San Jose Airport
See all 2,451 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Roosevelt Park vacation package cost?
We make it simple to travel the world, with Roosevelt Park vacation packages starting from just CA $797. You’ll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate getaway, why not add a few experiences and tours to your travel itinerary?
How do I get a cheap travel package to Roosevelt Park?
Think of all the fun things you could do in Roosevelt Park with a wad of extra cash in your wallet. Watch your savings stack up when you combine your flights, hotels and other bookings into a Roosevelt Park vacation package. You have loads of choice when you book your trip with Expedia too. In fact, you can choose from more than 550 airlines and 1,000,000 hotel options around the globe. Whether you’re vacationing with the whole family or traveling with someone special, organizing a trip to Roosevelt Park is better with a package.
Where should I stay in Roosevelt Park?
Visitors come from all over to experience Winchester Mystery House and San Jose Convention Center in Roosevelt Park. Stay within a stone’s throw of these must-see attractions and visit them whenever you want.
How far in advance should I book my Roosevelt Park vacation?
Be rewarded with the biggest variety at the cheapest prices by booking your Roosevelt Park adventure nice and early. Air carriers usually release tickets around a year prior to departure, so start your planning ASAP. Having said that, Expedia is committed to providing you with the best bargains around, so it’s always a good time to book your dream vacation!
What does an Expedia Roosevelt Park travel package include?
Flights, car rentals and hotels — we bring you the very best deals. All you have to do is pick and choose your preferred combination. After you’ve made your booking, you can add on the fun stuff like day tours and sightseeing activities. Our travel packages make it simple to create an exciting Roosevelt Park getaway.
What should I know before booking a Roosevelt Park travel package?
Find deals to suit your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your escape. You’ll save a tidy sum just for bundling your bookings. Whether you’re taking off on an adventure in the snow or relaxing on a sunny beach, your ideal vacation is just clicks away.
Can I choose my airline with a Roosevelt Park Expedia vacation package?
Most definitely. Expedia has over 550 partner airlines to select from worldwide. With such a big range of choice, finding the perfect carrier to bring you to Roosevelt Park will be a cinch.
If I'm not able to travel, can I cancel my Roosevelt Park vacation package?
Your situation can change unexpectedly, so yes. You may be able to change or cancel your Roosevelt Park vacation package for free within 24 hours of booking. For older bookings, you can still cancel and rebook, but your car rental company, hotel or airline may impose a charge. Looking for more information? Visit our Customer Service Portal. We’ll help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Roosevelt Park

Image for Santana Row Shopping Center

Santana Row Shopping Center

4.5/5(8 reviews)

You can browse for souvenirs with a trip to Santana Row Shopping Center, a favorite shopping spot in San Jose. Attend a sporting event or discover the mountain views in this family-friendly area.

Santana Row Shopping Center
Image for San Jose Convention Center

San Jose Convention Center

4/5(11 reviews)

Learn about the events happening at San Jose Convention Center during your trip to San Jose. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

San Jose Convention Center
Image for Winchester Mystery House

Winchester Mystery House

4.5/5(16 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

Things to do

Image for San Jose: One day Yosemite and Giant Sequoias Tour

San Jose: One day Yosemite and Giant Sequoias Tour

CA $391
Per adult
90% of travellers recommend
San Jose: One day Yosemite and Giant Sequoias Tour
Image for San Jose Brew Bike Bar Tour

San Jose Brew Bike Bar Tour

CA $74
Per adult
San Jose Brew Bike Bar Tour
Image for Big Sur Monterey California Coast McWay Falls from San Jose

Big Sur Monterey California Coast McWay Falls from San Jose

CA $988
Per adult
Big Sur Monterey California Coast McWay Falls from San Jose
See all activities in San Jose

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.