Jackson Square Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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

Top Holiday Package Deals in Jackson Square

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was CA $1,245, price is now CA $778 per person
CA $778
per person
May 6 - May 10
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to San Francisco (SFO)
9/10 Wonderful! (7,092 reviews)
Nice open bright light hallways. Clean room and a great breakfast!

Reviewed on Feb 23, 2026

The Grove Inn

The Grove Inn

3 out of 5
Western Addition
Price was CA $1,967, price is now CA $1,176 per person
CA $1,176
per person
May 18 - May 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9.2/10 Wonderful! (670 reviews)
We had a deluxe king room. The room was small and basic, but sparkly clean and had a very comfortable bed. We really liked the location. It was very central to everything we wanted to do.

Reviewed on Feb 12, 2026

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Price was CA $3,127, price is now CA $1,912 per person
CA $1,912
per person
May 18 - May 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9.2/10 Wonderful! (470 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

Treehouse Hotel Silicon Valley

Treehouse Hotel Silicon Valley

5 out of 5
Price was CA $5,976, price is now CA $3,763 per person
CA $3,763
per person
May 18 - May 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9.6/10 Exceptional! (59 reviews)
Great spot. Great service. I will be staying here again.

Reviewed on Feb 5, 2026

Parc 55 San Francisco - A Hilton Hotel

Parc 55 San Francisco - A Hilton Hotel

4 out of 5
Union Square
Price was CA $2,727, price is now CA $1,839 per person
CA $1,839
per person
May 18 - May 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
8.6/10 Excellent! (1,447 reviews)
It was perfect except my checking in. I was asked NUMEROUS times why I needed such a large space. What the price was. My Hilton honors number was checked 5 times and not added to the reservation. It was the most bizarre thing I’ve ever encountered at check in.

Reviewed on Feb 23, 2026

Where to stay in Jackson Square

Find the best Jackson Square areas and neighborhoods for the activities you enjoy most. Learn more about Jackson Square
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

Jackson Square Hotel Deals

Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave San Francisco CA
Fully refundable
The price is CA $163 per night from Mar 1 to Mar 2
CA $163
CA $192 total
Mar 1 - Mar 2
includes taxes & fees
9/10 Wonderful! (5,327 reviews)
Clean & tidy

Reviewed on Feb 23, 2026

Holiday Inn Golden Gateway by IHG
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Mar 3 to Mar 4
CA $158
CA $243 total
Mar 3 - Mar 4
includes taxes & fees
9/10 Wonderful! (7,339 reviews)
Nice open bright light hallways. Clean room and a great breakfast!

Reviewed on Feb 23, 2026

Hotel Riu Plaza Fisherman's Wharf
Handlery Union Square Hotel

Handlery Union Square Hotel

3.5 out of 5
351 Geary St San Francisco CA
Fully refundableReserve now, pay when you stay
The price is CA $214 per night from Feb 28 to Mar 1
CA $214
CA $252 total
Feb 28 - Mar 1
includes taxes & fees
8.8/10 Excellent! (2,889 reviews)
It was good, clean, staff are friendly. The hotel is in a good area

Reviewed on Feb 22, 2026

Handlery Union Square Hotel
See all 4,713 properties in Jackson Square
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 Jackson Square vacation package cost?
Say yes to new adventures with our Jackson Square vacation packages, which start from only CA $778. Select the flights and hotels that suit your style. Then, add on a few tours or activities to cap off your unique adventure.
How do I get a cheap travel package to Jackson Square?
Booking a hotel and flight together with Expedia won't just save you time — it'll save you a nice amount too. A Jackson Square vacation package makes it a cinch to arrange your perfect trip. With more than 550 airlines worldwide to pick from, finding flights that fit your busy schedule won't be hard. On top of that, we have over 1,000,000 hotels globally to pick from. Now that's choice! Whatever your budget, Expedia brings the world within your reach.
Where should I stay in Jackson Square?
Vacationers come from all corners of the globe to see Pier 39 and Alcatraz Island in Jackson Square. Book a room near these fantastic attractions and visit them whenever you please.
How far in advance should I book my Jackson Square vacation?
It's hard to pick the best time for airfares, but we usually say the earlier, the better. Many international flights on Expedia become available to compare up to a year in advance. If you're booking late, fear not. Low prices appear from time to time within a few weeks of departure dates.
What does an Expedia Jackson Square travel package include?
Packages include rental cars, flights and hotels, but you can mix and match them to create your dream Jackson Square getaway. You can also add on a few experiences and activities once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find elsewhere.
What should I know before booking a Jackson Square travel package?
Whether it's adventure or relaxation you're craving, a Jackson Square vacation package lets you organize your escape your way. Plus, you'll score great discounts when you combine your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Jackson Square Expedia vacation package?
You can, and with more than 550 airlines to choose from throughout the world, you're not short on choice. Scroll through the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Jackson Square vacation package?
You can cancel your Jackson Square booking if your plans have been upended. Whether you'll incur a penalty or not depends on your airline, hotel or car rental company. It may be possible to cancel or change your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

Discover the most popular places to visit in Jackson Square

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

Golden Gate Bridge

4.5/5(771 reviews)

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

Golden Gate Bridge
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

Things to do

California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

CA $67
per adult
86% of travellers recommend
California Academy of Sciences Daytime Admission
Go City: San Francisco All-Inclusive Pass with 25+ Attractions

Go City: San Francisco All-Inclusive Pass with 30+ Attractions

CA $142
per adult
88% of travellers recommend
Go City: San Francisco All-Inclusive Pass with 30+ Attractions
Visit de Young Museum in Golden Gate Park

de Young Museum General Admission Ticket

CA $27
per adult
88% of travellers recommend
de Young Museum General Admission Ticket
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.