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

Jackson Square Vacations from $202

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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.

Jan 8 - Jan 11
Cathedral Hill Hotel + Flight
Downtown San Francisco
3 nights
2.0 star property
7.2/10 - Good (759 reviews)
"I loved the proximity to the show that I was seeing… Five minutes walk and I was there. It was also cool having safe parking included that was accessible at any time, so I could leave at 6am and it was easypeasy ."
Reviewed November 3, 2026
Roundtrip • Los Angeles (LAX) - San Francisco (SFO)
LAX - SFO • Nonstop SFO - LAX • Nonstop
~~$317~~
$202
per traveler
found 1 day ago
Cathedral Hill Hotel
Jan 29 - Jan 31
Aqua Breeze Inn + Flight
Westside Santa Cruz
2 nights
2.5 star property
8.2/10 - Very good (1,001 reviews)
Roundtrip • Los Angeles (LAX) - San Jose (SJC)
LAX - SJC • Nonstop SJC - LAX • Nonstop
~~$1,163~~
$637
per traveler
found 12 hours ago
Aqua Breeze Inn
Jan 28 - Jan 31
Stanford Court San Francisco + Flight
Downtown San Francisco
3 nights
4.0 star property
9.0/10 - Wonderful (1,869 reviews)
Roundtrip • Dallas (DFW) - San Francisco (SFO)
DFW - SFO • Nonstop SFO - DFW • 1 stop
~~$730~~
$413
per traveler
found 1 day ago
Stanford Court San Francisco
Jan 21 - Jan 25
The Huntington Hotel + Flight
Downtown San Francisco
4 nights
5.0 star property
9.6/10 - Exceptional (47 reviews)
Roundtrip • San Diego (SAN) - San Francisco (SFO)
SAN - SFO • Nonstop SFO - SAN • Nonstop
~~$1,917~~
$1,196
per traveler
found 4 hours ago
The Huntington Hotel
Dec 19 - Dec 22
Stanyan Park Hotel + Flight
Golden Gate
3 nights
3.0 star property
9.4/10 - Exceptional (1,004 reviews)
"Great location"
Reviewed November 7, 2026
Roundtrip • Dallas (DFW) - San Francisco (SFO)
DFW - SFO • Nonstop SFO - DFW • Nonstop
~~$1,372~~
$857
per traveler
found 1 day ago
Stanyan Park Hotel

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, a central plaza with palm trees, and a flag on one of the buildings.

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.

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A trolley on a street with buildings and a clock tower.

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.

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A pier with a large number of sea lions resting on floating platforms.

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.

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A city street with tall buildings, flags, and cars.

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

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.

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Discover the most popular places to visit in Jackson Square

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.

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