Jackson Square Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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 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

Dating back to the middle of the 19th Century, this historic wharf has been through many incarnations. Today it’s bursting with fun, sea lions and restaurants.

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

Union Square

Fashion puts its best foot forward in this vast shopping plaza.

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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

Known for its fascinating museums, popular shops and acclaimed art galleries, there's plenty to explore in Downtown San Francisco. Top attractions like Oracle Park and San Francisco Bay are major draws. Catch the metro at Market St & 5th St Stop or Market St & Taylor St Stop to see more of the city.

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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.

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A cityscape with a prominent skyscraper, a bridge, and a mix of modern and historic buildings.

Nob Hill

Examine architecturally significant buildings, visit the Cable Car Museum and enjoy magnificent views of greater San Francisco in this affluent district.

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Top hotels in Jackson Square

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
S$224
7 Sept - 8 Sept
includes taxes & fees
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
S$250
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (7,645 reviews)
"Best location. Second time there. Excellent breakfast. Really really nice"

Reviewed on 19 Aug, 2026

Hotel Riu Plaza Fisherman's Wharf
Handlery Union Square Hotel

Handlery Union Square Hotel

351 Geary St San Francisco CA
Fully refundableReserve now, pay when you stay
S$246
3 Sept - 4 Sept
includes taxes & fees
8.8/10 Excellent! (3,454 reviews)
"Staff is helpful and very pleasant. Location was great- walking distance to Union Square."

Reviewed on 19 Aug, 2026

Handlery Union Square Hotel
See all 4,244 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 holiday package cost?
Say yes to new adventures with our Jackson Square holiday 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 holiday 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?
Holiday Makers 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 holiday?
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 holiday package lets you organise 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 holiday 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 holiday 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 entertainment choices and acclaimed art galleries in this vibrant area.
See properties

Things to do

Golden Gate Bay Cruise Service: sail around Alcatraz!

Golden Gate Bay Cruise - Sail Around Alcatraz! (1-hour)

S$50
per adult
96% of travellers recommend
Golden Gate Bay Cruise - Sail Around Alcatraz! (1-hour)
Go City: San Francisco All-Inclusive Pass with 25+ Attractions

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

S$140
per adult
88% of travellers recommend
Go City: San Francisco All-Inclusive Pass with 30+ Attractions
San Francisco, Muir Woods, Sausalito and Optional Alcatraz Tour

San Francisco, Muir Woods, Sausalito and Optional Alcatraz Tour

S$153
per adult
96% of travellers recommend
San Francisco, Muir Woods, Sausalito and Optional Alcatraz 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.