Roosevelt Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$703 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 Roosevelt Holiday

Take the fuss out of organising your next adventure by booking a Roosevelt holiday package. Immerse yourself in the sounds and sights of this appealing neighbourhood and enjoy everything it has to offer. When it's time to sightsee, you'll find plenty of popular attractions nearby including Woodside Central Shopping Centre, Edgewood Park & Natural Preserve and Nazareth Ice Oasis. Tick off one, two or all during your trip to Roosevelt. Don't just think about it — make it a reality! Lock in your ultimate Roosevelt holiday with Expedia and travel your way.

Our guide on where to stay in Roosevelt

Find the best Roosevelt areas and neighborhoods for the activities you enjoy most. Learn more about Roosevelt
Union Square which includes a skyscraper and a city

Union Square

4/5(249 area reviews)

Packed with a treasure trove of upmarket boutiques, designer labels and department store, shoppers will love this huge shopping plaza.

Find hotels in Union Square

Our pick of the best Roosevelt Hotel Deals

Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

3 out of 5
1550 Bayshore Hwy Burlingame CA
Fully refundableReserve now, pay when you stay
The price is AU$230 per night from 13 Mar to 14 Mar
AU$230
13 Mar - 14 Mar
includes taxes & fees
9/10 Wonderful! (4,862 reviews)
Yes

Reviewed on 7 Mar 2026

Bay Landing San Francisco Airport Hotel
DoubleTree by Hilton San Francisco Airport

DoubleTree by Hilton San Francisco Airport

4 out of 5
835 Airport Blvd Burlingame CA
Fully refundableReserve now, pay when you stay
The price is AU$161 per night from 3 Apr to 4 Apr
AU$161
3 Apr - 4 Apr
includes taxes & fees
8.6/10 Excellent! (1,484 reviews)
The AC is in the room makes huge noice, you can’t sleep if it turned on due to the noice.. you can’t sleep if it turned off due to the lack of air circulation. Overall it’s sleepless time in this room

Reviewed on 8 Mar 2026

DoubleTree by Hilton San Francisco Airport
Best Western Plus Grosvenor Airport Hotel

Best Western Plus Grosvenor Airport Hotel

3 out of 5
380 S Airport Boulevard South San Francisco CA
Fully refundableReserve now, pay when you stay
The price is AU$161 per night from 3 Apr to 4 Apr
AU$161
3 Apr - 4 Apr
includes taxes & fees
8.4/10 Very Good! (1,736 reviews)
Great overnight stay. Pleasant staff, really great breakfast

Reviewed on 8 Mar 2026

Best Western Plus Grosvenor Airport Hotel
See all 3,018 properties in Roosevelt
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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Roosevelt holiday package cost?
Our Roosevelt holiday packages, which start from just , are an awesome way to save precious money. Pick and choose your preferred flights, hotels and rental cars to create a personalized itinerary.
How do I get a cheap travel package to Roosevelt?
Imagine all the fabulous things you could do in Roosevelt with extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and extras into a Roosevelt holiday package. You have loads of choice when you book with Expedia too. In fact, you can select from over 550 airlines and 1 000 000 properties around the globe. Whether you're heading away with the entire family or travelling on your own, exploring Roosevelt is better with a package.
Where should I stay in Roosevelt?
A holiday in Roosevelt wouldn't be complete without stopping by Kaiser Permanente Redwood City Medical Centre, Sequoia Hospital and Sequoia Hospital. Stay near these sights and make sightseeing easy.
How far in advance should I book my Roosevelt holiday?
Search Expedia to compare international airfares ASAP. You can usually purchase a ticket up to a year in advance. If you can't see your preferred air carrier, or you have to book last minute, don't worry. Low prices to Roosevelt occasionally appear just weeks before departure.
What does an Expedia Roosevelt travel package include?
Hotels, car rentals and flights — we bring you the very best deals. All you'll have to do is figure out your favourite combination. After you've made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it easy to put together an amazing Roosevelt trip.
What should I know before booking a Roosevelt travel package?
So many places to go, so many things to experience. With a package, you can cross more of them off your list. Bundle your flights, hotels and rental cars and get ready to save.
Can I choose my airline with a Roosevelt Expedia holiday package?
Yes — that's the beauty of an Expedia holiday package. You're in control. We have access to more than 550 airline partners around the world, so you have lots of choice when arranging your Roosevelt escape.
If I'm not able to travel, can I cancel my Roosevelt holiday package?
Your situation can change in the blink of an eye, so yes. You may be able to cancel or change your Roosevelt holiday package for free within 24 hours of booking. For bookings older than that, you can still cancel or make changes, but your airline, hotel or car rental company may impose a charge. Need more information? Check out 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

Oracle Park featuring a bay or harbor and street scenes as well as a small group of people

Oracle Park

4.5/5(36 reviews)

Whether or not you’re a baseball fan, this charming ballpark with outstanding views should be on your San Francisco sightseeing list.

Oracle Park
Golden Gate Bridge which includes general coastal views, a suspension bridge or treetop walkway and night scenes

Golden Gate Bridge

4.5/5(293 reviews)

This iconic bridge, with its distinctive burnished red colour, is probably one of the world’s most instantly recognisable landmarks.

Golden Gate Bridge
Pier 39 showing a city, street scenes and signage

Pier 39

4.5/5(308 reviews)

This waterfront attraction offers all the fun of a traditional pier with rides, street performances and entertainment courtesy of a colony of resident sea lions!

Pier 39

Activities

Private Walking Tour in Stanford University

Stanford University Personalized Self-Guided App Tour

AU$7
per traveller
Stanford University Personalized Self-Guided App Tour
Tintype Portrait and Historic Photography Lesson

Tintype Portrait and Historic Photography Lesson

AU$255
per traveller
Tintype Portrait and Historic Photography Lesson
Oracle Emerald City

SUV Tour To Silicon Valley Including Stanford Walking Tour

AU$1,273
per traveller
SUV Tour To Silicon Valley Including Stanford Walking Tour
See all activities in San Francisco
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.