Jackson Square Vacations from $495

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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.
The Grove Inn

The Grove Inn

Western Addition
Save 100% on your flight
$495
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to San Francisco (SFO)
9.2/10 Wonderful! (739 reviews)
Cozy neighborhood boutique room with great location. No amenities outside the room. Feels more like a bed and breakfast. Room was very comfortable I would recommend for a short stay.

Reviewed on Sep 29, 2026

Claremont Resort & Club

Claremont Resort & Club

Claremont Hills
Save 100% on your flight
$1,167
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Oakland (OAK)
9/10 Wonderful! (1,146 reviews)
 The Huntington Hotel

The Huntington Hotel

Downtown San Francisco
Save 100% on your flight
$930
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
9.4/10 Exceptional! (36 reviews)
Ok

Reviewed on Sep 21, 2026

Marbella Lane - 3BR Designer Near Valley Fair

Marbella Lane - 3BR Designer Near Valley Fair

Save 100% on your flight
$1,610
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
No reviews
Cavallo Point

Cavallo Point

Save 100% on your flight
$1,043
per person
Dec 21 - Dec 25
found 17 hours ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
9.2/10 Wonderful! (1,003 reviews)

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

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA
Fully refundableReserve now, pay when you stay
$152 nightly
$179 total
Oct 25 - Oct 26
Total with taxes and fees
9/10 Wonderful! (6,365 reviews)
"It was quiet and they gave us a corner room with a nice view."

Reviewed on Oct 3, 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
$157 nightly
$185 total
Nov 3 - Nov 4
Total with taxes and fees
9/10 Wonderful! (7,677 reviews)
"Perfect an friendly staff"

Reviewed on Oct 3, 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
$148 nightly
$174 total
Nov 1 - Nov 2
Total with taxes and fees
Handlery Union Square Hotel
See all 4,176 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 acclaimed theater scene and fascinating museums in this walkable area.
See properties

Things to do

Alcatraz Inside tour with Round trip ferry & Audio App Packages

Alcatraz Inside tour with Round trip ferry & Audio App Packages

$71
per adult
94% of travellers recommend
Alcatraz Inside tour with Round trip ferry & Audio App Packages
California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

$49
per adult
86% of travellers recommend
California Academy of Sciences Daytime Admission
San Francisco City Lights Cruise

California Sunset Cruise (2-hours)

$58
per adult
94% of travellers recommend
California Sunset Cruise (2-hours)
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.