Jackson Square Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 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

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
A cityscape with tall buildings, palm trees, and red double-decker buses.

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.

Find hotels in Union Square
A trolley on a street with buildings and a clock tower.

Downtown San Francisco

3 out of top 10 points of interest in this area

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.

Find hotels in Downtown San Francisco
A marina with various boats docked, including a yellow and white boat named 'Golden Gate'.

Fisherman's Wharf

1 out of top 10 points of interest in this area

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
A cityscape with modern skyscrapers, a central park with pathways, and a few people walking.

South of Market

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

Find hotels in South of Market
A vibrant mural on a building, depicting a large figure with a heart-shaped halo, surrounded by various characters in colorful attire.

Mission District

Mission District is a destination travelers like for its bars, and you might hop aboard the metro at 16th Street Mission Station or 24th Street Mission Station to explore sights like SOMA Pilipinas.

Find hotels in Mission District

Jackson Square Hotel Deals

Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA
Fully refundableReserve now, pay when you stay
₩157,734
₩185,644 total
Nov 23 - Nov 24
includes taxes & fees
9/10 Wonderful! (6,432 reviews)
"Great location."

Reviewed on Oct 22, 2026

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

Hotel Riu Plaza Fisherman's Wharf

2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
₩133,177
₩211,401 total
Nov 23 - Nov 24
includes taxes & fees
9/10 Wonderful! (7,723 reviews)
"Absolutely wonderful location - walking distance to the warf! Breakfast buffet was great!"

Reviewed on Oct 23, 2026

Hotel Riu Plaza Fisherman's Wharf
Hilton San Francisco Financial District

Hilton San Francisco Financial District

750 Kearny St San Francisco CA
Fully refundableReserve now, pay when you stay
₩128,367
₩151,081 total
Nov 8 - Nov 9
includes taxes & fees
Hilton San Francisco Financial District
See all 4,206 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.

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 . 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.

Stay near popular Jackson Square attractions

The Cigar Bar & Grill

The Cigar Bar & Grill is just one of the places to see in San Francisco, so why not enjoy the other things to explore during your travels? Experience the acclaimed theater scene and fascinating museums in this walkable area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.