Jackson Square Vacation Packages 2026 from $268

Your Jackson Square Vacation

Discover everything that Jackson Square has to offer with a tailor-made Jackson Square vacation package. From its history and dining to its culture and more, it's easy to fall for the allure of this food-lovers neighborhood. Eager to explore the sights during your trip to Jackson Square? Be sure to stop by nearby attractions such as Pier 39, Alcatraz Island and Lombard Street. Don't just think about it — do it! Reserve your ultimate Jackson Square vacation with Expedia and enjoy traveling your way.

The Latest Jackson Square Vacation Packages

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

City Center Inn & Suites

Downtown San Francisco

Save 100% on your flight

$268

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to San Francisco (SFO)

7.4/10 Good! (1,007 reviews)

The hotel didn't have enough parking, and it filled up quickly, so don't count on parking. The neighborhood was also scary there were a lot of guys hanging around on the street, which made me uncomfortable when I wanted to take my car to the public parking lot. I'd rather choose somewhere else with enough parking...

Reviewed on Aug 14, 2026

Cathedral Hill Hotel

Downtown San Francisco

Save 100% on your flight

$271

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to San Francisco (SFO)

7.2/10 Good! (720 reviews)

From the outside looking in, I am surprised I stayed here. I was sketched out with the homeless people and graffiti on the windows, however, you must have a room key to use the elevator which felt like a safety net. Once we got to the room, it wasn’t as bad as I was thinking it was going to be. The bed was hard as rock to sleep on but everything else was just fine for our short stay. It was not luxurious but I didn’t expect it to be. I would say if any improvement can be made, it would be to get better mattresses or a pillow top.

Reviewed on Aug 17, 2026

The Westin St. Francis San Francisco on Union Square

Union Square

Save 100% on your flight

$515

per person

Nov 8 - Nov 11

found 1 day ago

Roundtrip flight included

Burbank (BUR) to San Francisco (SFO)

8.8/10 Excellent! (2,267 reviews)

Marbella Lane - 3BR Designer Near Valley Fair

Save 100% on your flight

$1,009

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to San Jose (SJC)

No reviews

The Huntington Hotel

Downtown San Francisco

Save 100% on your flight

$960

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip flight included

Burbank (BUR) to San Francisco (SFO)

9.4/10 Exceptional! (28 reviews)

Beautifully renovated and perfectly quiet. Would definitely stay here again!

Reviewed on Aug 13, 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

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.

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.

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.

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.

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

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.

Jackson Square Hotel Deals

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA

Fully refundableReserve now, pay when you stay

$152 nightly

$179 total

Aug 23 - Aug 24

Total with taxes and fees

9/10 Wonderful! (6,182 reviews)

"Clean, safe, great location and comfy bed"

Reviewed on Aug 18, 2026

Hotel Riu Plaza Fisherman's Wharf

2500 Mason St San Francisco CA

Fully refundableReserve now, pay when you stay

$166 nightly

$196 total

Aug 31 - Sep 1

Total with taxes and fees

9/10 Wonderful! (7,632 reviews)

"Clean room; breakfast was great and we got to check in a couple hours early!!"

Reviewed on Aug 18, 2026

Handlery Union Square Hotel

351 Geary St San Francisco CA

Fully refundableReserve now, pay when you stay

$150 nightly

$177 total

Aug 19 - Aug 20

Total with taxes and fees

8.8/10 Excellent! (3,444 reviews)

"Staff was very friendly. Parking arrangements convenient."

Reviewed on Aug 17, 2026

See all 4,216 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.

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 scene in this vibrant area.

See properties

Downtown San Francisco

You can spend an afternoon studying the exhibits at Asia Society and Museum during your trip to San Francisco. Discover the acclaimed art scene and notable monuments in this vibrant area.

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Things to do

Official Alcatraz Island Prison Tour with Free App Audio Packages

Alcatraz Inside Prison Tour with Free App Audio Packages

$86

per adult

98% of travellers recommend

California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

$55

per adult

86% of travellers recommend

California Sunset Cruise (2-hours)

$58

per adult

94% of travellers recommend

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.

Jackson Square Vacations from $268

Book a Hotel + Flight or Car together to unlock savings

Room 1

Your Jackson Square Vacation

The Latest Jackson Square Vacation Packages

City Center Inn & Suites

Cathedral Hill Hotel

The Westin St. Francis San Francisco on Union Square

Marbella Lane - 3BR Designer Near Valley Fair

The Huntington Hotel

Where to stay in Jackson Square

Fisherman's Wharf

Union Square

Downtown San Francisco

South of Market

Nob Hill

Jackson Square Hotel Deals

Holiday Inn Golden Gateway by IHG

Hotel Riu Plaza Fisherman's Wharf

Handlery Union Square Hotel

Stay near popular Jackson Square attractions

The Cigar Bar & Grill

Downtown San Francisco

Things to do

Alcatraz Inside Prison Tour with Free App Audio Packages

California Academy of Sciences Daytime Admission

California Sunset Cruise (2-hours)