Roosevelt Vacation Packages

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Holiday Package Deals in Roosevelt

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

Bay Landing San Francisco Airport Hotel

3 out of 5
Ingold - Milldale
Price was CA $1,370, price is now CA $875 per person
CA $875
per person
May 6 - May 13
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9/10 Wonderful! (4,822 reviews)
Convenient shuttle service to airport

Reviewed on Mar 13, 2026

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was CA $1,826, price is now CA $1,091 per person
CA $1,091
per person
May 6 - May 13
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9/10 Wonderful! (7,413 reviews)
7 11 is 3 minutes walk

Reviewed on Mar 13, 2026

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Price was CA $2,610, price is now CA $1,633 per person
CA $1,633
per person
May 1 - May 5
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Francisco (SFO)
9.2/10 Wonderful! (515 reviews)
Beautiful overall , this is not as complaint but the shower head in our bathroom didn’t have any water coming out

Reviewed on Feb 15, 2026

Elm House Inn

Elm House Inn

2.5 out of 5
Central Napa
Price was CA $1,789, price is now CA $1,133 per person
CA $1,133
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
9.6/10 Exceptional! (1,505 reviews)
Easy check in. Nice breakfast. Great location.

Reviewed on Mar 11, 2026

The Marker Union Square San Francisco

The Marker Union Square San Francisco

4 out of 5
Union Square
Price was CA $1,527, price is now CA $972 per person
CA $972
per person
May 6 - May 13
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9.2/10 Wonderful! (1,203 reviews)
Friendly staff, clean building in a walkable area.

Reviewed on Mar 13, 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
The price is CA $196 per night from Mar 29 to Mar 30
CA $196
CA $221 total
Mar 29 - Mar 30
includes taxes & fees
9/10 Wonderful! (4,829 reviews)
Convenient shuttle service to airport

Reviewed on Mar 13, 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 $115 per night from Mar 15 to Mar 16
CA $115
CA $136 total
Mar 15 - Mar 16
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 $98 total
Mar 29 - Mar 30
includes taxes & fees
6/10 (3,316 reviews)
Good, basic place to stay the night before an early morning flight from SFO. There is a free shuttle. You can long term park a car for 12+tax. I Hop restaurant next door. I would stay here again before a flight.

Reviewed on Mar 13, 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 $875, 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

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

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

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.