Roosevelt Vacation Packages

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Top Holiday Package Deals in Roosevelt

Price found within the past 48 hours. Click for updated prices.
Fitzgerald Hotel

Fitzgerald Hotel

3 out of 5
Union Square
Price was CA $717, price is now CA $380 per person
CA $380
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
7.8/10 Good! (440 reviews)
Staff is so polite and very helpful. The beds were firm-great for anyone who has a challenged back. Elevator is vintage and really neat but, not made for modern luggage and wheelchairs. Super clean-I always check! Lovely, convenient stay.

Reviewed on Aug. 4, 2025

Embassy Hotel

Embassy Hotel

2.5 out of 5
Downtown San Francisco
Price was CA $980, price is now CA $519 per person
CA $519
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
7/10 Good! (267 reviews)
Perfectly fine/nice hotel. Super unsafe area so when I got in late I had to just doordash food, but the staff was helpful and kind. Thank you!

Reviewed on Sep. 5, 2025

Bay Bridge Inn

Bay Bridge Inn

2 out of 5
Downtown San Francisco
Price was CA $1,094, price is now CA $603 per person
CA $603
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
7.6/10 Good! (1,008 reviews)
The Bay Bridge Inn is close to Powell Street BART station and the ball park. Very walkable. The bottom sheet on the bed pops off without a lot to f movement. That is not comfortable.

Reviewed on Sep. 2, 2025

The Grove Inn

The Grove Inn

3 out of 5
Western Addition
Price was CA $1,513, price is now CA $837 per person
CA $837
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9/10 Wonderful! (656 reviews)
Super friendly and helpful staff. Great location. Nice and clean accommodations.

Reviewed on Aug. 21, 2025

The Westin St. Francis San Francisco on Union Square

The Westin St. Francis San Francisco on Union Square

4.5 out of 5
Union Square
Price was CA $1,296, price is now CA $728 per person
CA $728
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
8.8/10 Excellent! (2,520 reviews)
Location was perfect, staff were extremely friendly and kind. Liked my stay. Only suggestion would be to update the room decor and bathroom to a higher level. Everything else was perfect. Thanks tou

Reviewed on Sep. 3, 2025

Where to stay in Roosevelt

Find the best Roosevelt areas and neighborhoods for the activities you enjoy most. Learn more about Roosevelt
Fisherman\'s Wharf featuring a bay or harbour

Fisherman's Wharf

1 out of top 10 points of interest in this area
4/5(6 area reviews)

Discover Pier 39, Ghirardelli Square, and the San Francisco Maritime National Historical Park in this bustling tourist hotspot. Savor seafood at family-owned restaurants and explore the sea lion colony, while enjoying convenient cable car access.

Find hotels in Fisherman's Wharf

Roosevelt Hotel Deals

Crowne Plaza San Francisco Airport by IHG

Crowne Plaza San Francisco Airport by IHG

3.5 out of 5
1177 Airport Blvd, Burlingame, CA
Fully refundable
The price is CA $158 per night from Sep 21 to Sep 22
CA $158
CA $179 total
Sep 21 - Sep 22
includes taxes & fees
Crowne Plaza San Francisco Airport by IHG
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 $156 per night from Sep 20 to Sep 21
CA $156
CA $184 total
Sep 20 - Sep 21
includes taxes & fees
Best Western Plus Grosvenor Airport Hotel
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 $206 per night from Oct 2 to Oct 3
CA $206
CA $232 total
Oct 2 - Oct 3
includes taxes & fees
Bay Landing San Francisco Airport Hotel
See all 2,713 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 $380, 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

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
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 Bridge showing a suspension bridge or treetop walkway, a marina and a bay or harbour

Golden Gate Bridge

Cars trundle across it and ships sail under it, but the best way to experience this iconic bridge is on foot.

Golden Gate Bridge

Things to do

San Francisco Air Tour

San Francisco Air Tour

CA $405
per adult
100% of travellers recommend
San Francisco Air Tour
Oracle Emerald City

SUV Tour To Silicon Valley Including Stanford Walking Tour

CA $1,235
per traveller
SUV Tour To Silicon Valley Including Stanford Walking Tour
Tintype Portrait and Historic Photography Lesson

Tintype Portrait and Historic Photography Lesson

CA $247
per traveller
Tintype Portrait and Historic Photography Lesson
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.