Roosevelt Vacation Packages

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Top Holiday Package Deals in Roosevelt

Price found within the past 48 hours. Click for updated prices.
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Price was CA $1,251, price is now CA $843 per person
CA $843
per person
Apr 24 - Apr 27
found 10 hours ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
8.8/10 Excellent! (1,007 reviews)
Loved our stay. The place is wonderful, everything was so clean and the staff was so helpful and friendly. The club house, with the pool and gym were also really nice!

Reviewed on Mar 13, 2026

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Price was CA $1,812, price is now CA $1,133 per person
CA $1,133
per person
Apr 24 - Apr 27
found 10 hours ago
Roundtrip flight included
Vancouver (YVR) to San Francisco (SFO)
9.2/10 Wonderful! (515 reviews)
Great staff & very clean facility

Reviewed on Mar 14, 2026

@marbella Lane-oceanfront Retreat w/ Stunning View

@marbella Lane-oceanfront Retreat w/ Stunning View

3 out of 5
Sharp Park
Price was CA $9,604, price is now CA $6,097 per person
CA $6,097
per person
May 20 - May 25
found 5 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
No reviews
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was CA $1,535, price is now CA $997 per person
CA $997
per person
Jun 4 - Jun 7
found 9 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9/10 Wonderful! (7,413 reviews)
Centrally located and great breakfast. Hotel is very clean and comfortable. Will stay again!

Reviewed on Mar 15, 2026

San Remo Hotel

San Remo Hotel

2 out of 5
North Beach
Price was CA $1,354, price is now CA $924 per person
CA $924
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San Francisco (SFO)
8.8/10 Excellent! (1,006 reviews)
Place was very clean and the Victorian style is gorgeous, the staff was awesome and I definitely recommend this hotel for the price

Reviewed on Feb 16, 2026

Where to stay in Roosevelt

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

Union Square

4/5(525 area reviews)

Major tourist destination in downtown San Francisco, Union Square boasts shopping, hotels, and theaters. Explore department stores, boutiques, and galleries, or catch a performance at various theaters. Enjoy the Dewey Monument and stunning views from nearby hotels. Easily accessible via cable car lines, buses, and subway systems.

Find hotels in Union Square

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 CA $197 per night from Mar 29 to Mar 30
CA $197
CA $222 total
Mar 29 - Mar 30
includes taxes & fees
9/10 Wonderful! (4,835 reviews)
nice staff; functional most things no water bottles - drink from the only tap in the room, next to the commode TV cant olay youtube

Reviewed on Mar 15, 2026

Bay Landing San Francisco Airport Hotel
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 CA $126 per night from Mar 22 to Mar 23
CA $126
CA $149 total
Mar 22 - Mar 23
includes taxes & fees
Best Western Plus Grosvenor Airport Hotel
Travelodge by Wyndham San Francisco Airport North

Travelodge by Wyndham San Francisco Airport North

2 out of 5
326 S Airport Blvd South San Francisco CA
Fully refundableReserve now, pay when you stay
The price is CA $82 per night from Mar 29 to Mar 30
CA $82
CA $99 total
Mar 29 - Mar 30
includes taxes & fees
6/10 (3,320 reviews)
Affordable, Clean room.

Reviewed on Mar 14, 2026

Travelodge by Wyndham San Francisco Airport North
See all 2,990 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Roosevelt vacation package cost?
Our Roosevelt vacation packages, which start from just CA $843, 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 vacation 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 traveling on your own, exploring Roosevelt is better with a package.
Where should I stay in Roosevelt?
A vacation in Roosevelt wouldn't be complete without stopping by Kaiser Permanente Redwood City Medical Center, Sequoia Hospital and Sequoia Hospital. Stay near these sights and make sightseeing easy.
How far in advance should I book my Roosevelt vacation?
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 favorite 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 vacation package?
Yes — that's the beauty of an Expedia vacation 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 vacation package?
Your situation can change in the blink of an eye, so yes. You may be able to cancel or change your Roosevelt vacation 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(84 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
Pier 39 showing signage, street scenes and a city

Pier 39

4.5/5(778 reviews)

This waterfront attraction offers thrilling rides, innovative street performers and colorful souvenir shops, but it’s the sea lions that win the day.

Pier 39
Golden Gate Park featuring flowers and a garden

Golden Gate Park

4.5/5(520 reviews)

This beloved park offers relaxation among trees, flowers and wildlife, right in San Francisco’s backyard.

Golden Gate Park

Things to do

Private Walking Tour in Stanford University

Stanford University Personalized Self-Guided App Tour

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

Tintype Portrait and Historic Photography Lesson

CA $247
per traveller
Tintype Portrait and Historic Photography Lesson
Oracle Emerald City

SUV Tour To Silicon Valley Including Stanford Walking Tour

CA $1,232
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.