A cityscape with a prominent bridge in the background, high-rise buildings, and a marina with boats.

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 $4,200 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

The Latest Jackson Square Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 28 - Jan 2

    The Grove Inn + Flight

    Western Addition
    5 nights
    3.0 star property
    9.2/10 - Wonderful (752 reviews)
    "I had a great experience at this hotel! Will stay here again when I have to be back in SF."
    Reviewed November 5, 2026
    Roundtrip • Vancouver (YVR) - San Francisco (SFO)
    YVR - SFO • Nonstop SFO - YVR • 1 stop
    CA $1,621
    CA $1,086
    per traveller
    found 1 day ago
    The Grove Inn
  • Jan 10 - Jan 15

    Hotel Riu Plaza Fisherman's Wharf + Flight

    Fisherman's Wharf
    5 nights
    4.0 star property
    9.0/10 - Wonderful (7,729 reviews)
    "Try to avoid the rooms overlooking the bus depot. We were in 4625 and they kept us up all night. Very noisy."
    Reviewed November 5, 2026
    Roundtrip • Vancouver (YVR) - San Francisco (SFO)
    YVR - SFO • Nonstop SFO - YVR • Nonstop
    CA $4,797
    CA $2,528
    per traveller
    found 9 hours ago
    Hotel Riu Plaza Fisherman's Wharf
  • Jan 10 - Jan 15

    Hotel Zephyr San Francisco + Flight

    Fisherman's Wharf
    5 nights
    4.0 star property
    8.6/10 - Excellent (2,899 reviews)
    "Lucille, from front desk was very helpful and efficient. Clean and cold room. accessible to restaurants, grocery."
    Reviewed November 5, 2026
    Roundtrip • Vancouver (YVR) - San Francisco (SFO)
    YVR - SFO • Nonstop SFO - YVR • Nonstop
    CA $4,154
    CA $2,717
    per traveller
    found 9 hours ago
    Hotel Zephyr San Francisco
  • Jan 10 - Jan 15

    Bay Bridge Inn + Flight

    Downtown San Francisco
    5 nights
    2.0 star property
    7.6/10 - Good (1,001 reviews)
    Roundtrip • Vancouver (YVR) - San Francisco (SFO)
    YVR - SFO • Nonstop SFO - YVR • Nonstop
    CA $1,818
    CA $1,232
    per traveller
    found 9 hours ago
    Bay Bridge Inn
  • Dec 27 - Dec 31

    @ Marbella Lane - Home With Majestic Ocean Views + Flight

    Sharp Park
    4 nights
    3.0 star property
    Roundtrip • Toronto (YTO) - San Francisco (SFO)
    YTZ - SFO • 1 stop SFO - YYZ • 1 stop
    CA $6,617
    CA $4,533
    per traveller
    found 1 day ago
    @ Marbella Lane - Home With Majestic Ocean Views

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
Learn more about Jackson Square

Union Square

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.

Downtown San Francisco

Serving as San Francisco's central business district, this area boasts Northern California's two tallest buildings, the Salesforce Tower and Transamerica Pyramid. Explore shopping malls like the Embarcadero Center and enjoy parks such as Sue Biermann Park, all easily accessible via Muni bus and rail lines.

Fisherman's Wharf

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.

South of Market

From baseball games to top-notch art exhibits, find endless entertainment in one of San Francisco’s fastest-growing neighborhoods.

Nob Hill

Luxury hotels, historic mansions, and Michelin-starred restaurants abound in this upscale area. Explore Union Square shopping district, Grace Cathedral, and the SF Masonic Auditorium for a taste of culture and history.

Discover the most popular places to visit in Jackson Square

What to do near Jackson Square

Jackson Square Hotel Deals

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.

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 $1,086. 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.