Jackson Square Vacations from $130

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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.
Dream catcher

Dream catcher

2.5 out of 5
West Oakland
Save 100% on your flight
Price was $215, price is now $130 per person
$130
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
5.6/10 (87 reviews)
The place is very friendly.!

Reviewed on Mar 30, 2025

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $801, price is now $433 per person
$433
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
8.8/10 Excellent! (1,003 reviews)
Classic upscale resort without being pretentious. Found it very warm and inviting. Small overlooked areas around the exterior of the Hotel could use some attention/cleanup, but overall very excellent.

Reviewed on Dec 3, 2025

Sonesta Emeryville - San Francisco Bay Bridge

Sonesta Emeryville - San Francisco Bay Bridge

3 out of 5
Save 100% on your flight
Price was $373, price is now $223 per person
$223
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
8.6/10 Excellent! (1,253 reviews)
Clean room, kind staff

Reviewed on Dec 5, 2025

Montage Healdsburg

Montage Healdsburg

5 out of 5
Save 100% on your flight
Price was $1,877, price is now $1,141 per person
$1,141
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
New York (NYC) to San Francisco (SFO)
9.6/10 Exceptional! (113 reviews)
Clean room, kind and helpful staff. Nice ambiance in vineyard.

Reviewed on Nov 30, 2025

Treehouse Hotel Silicon Valley

Treehouse Hotel Silicon Valley

5 out of 5
Save 100% on your flight
Price was $2,738, price is now $1,711 per person
$1,711
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
New York (NYC) to San Francisco (SFO)
9.6/10 Exceptional! (59 reviews)
Enjoyed our stop here and the staff was pleasant. Clean facilities and nice entertaining layout.

Reviewed on Nov 23, 2025

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
Union Square which includes a high rise building and a city

Union Square

4/5(5,164 area reviews)

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

Jackson Square Hotel Deals

Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave San Francisco CA
Fully refundable
$119 nightly
The price is $140 total per night from Dec 14 to Dec 15
$140 total
Dec 14 - Dec 15
Total with taxes and fees
8.8/10 Excellent! (4,919 reviews)
Clean room, courteous staff, walking distance to lots of eateries.

Reviewed on Dec 4, 2025

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

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $193 total per night from Dec 18 to Dec 19
$193 total
Dec 18 - Dec 19
Total with taxes and fees
8.8/10 Excellent! (7,164 reviews)
The room and hotel was clean. The staff was friendly. The hotel was a great location. Couldn’t ask for anything else.

Reviewed on Dec 5, 2025

Hotel Riu Plaza Fisherman's Wharf
DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
200 Marina Blvd Berkeley CA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $137 total per night from Dec 14 to Dec 15
$137 total
Dec 14 - Dec 15
Total with taxes and fees
8.2/10 Very Good! (3,873 reviews)
Excellent breakfast

Reviewed on Dec 3, 2025

DoubleTree by Hilton Hotel Berkeley Marina
See all 4,662 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Jackson Square

Golden Gate Bridge illuminated at night with city lights in the background in California, USA

Golden Gate Bridge

4.5/5(7,244 reviews)

Cars trundle across it and ships sail under it, but the best way to experience this iconic bridge is on foot.

Golden Gate Bridge
Pier 39 which includes a city, signage and street scenes

Pier 39

4.5/5(6,817 reviews)

This waterfront attraction offers thrilling rides, innovative street performers and colorful souvenir shops, but it’s the sea lions that win the day.

Pier 39
Moscone Convention Center

Moscone Convention Center

4/5(598 reviews)

During your trip, find out what's happening at Moscone Convention Center, a top convention center in San Francisco. Discover the fascinating museums and shops in this vibrant area.

Moscone Convention Center

Things to do

California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

$49
per adult
84% of travellers recommend
California Academy of Sciences Daytime Admission
San Francisco City Lights Cruise

San Francisco City Lights Cruise (2-hours)

$58
per adult
94% of travellers recommend
San Francisco City Lights Cruise (2-hours)
Bridge 2 Bridge Tour: Golden Gate Bridge to Bay Bridge

San Francisco Bridge to Bridge Cruise (90-minutes)

$48
per adult
92% of travellers recommend
San Francisco Bridge to Bridge Cruise (90-minutes)
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.