Jackson Square Vacations from $503

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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.
Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
Save 100% on your flight
Price was $904, price is now $503 per person
$503
per person
Feb 8 - Feb 11
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to San Jose (SJC)
8/10 Very Good! (1,002 reviews)
Older property and rooms need some upgrading . However the restaurant and amenities are amazing. This is a nice getaway in the Santa Cruz Mountains away from the hussle and bussel.

Reviewed on Dec 1, 2025

Alpine Inn And Suites

Alpine Inn And Suites

2 out of 5
Bayshore Heights
Save 100% on your flight
Price was $964, price is now $519 per person
$519
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
7.4/10 Good! (1,002 reviews)
Personally, I loved how close I was to my car (it’s San Francisco )separate room, and cleanliness

Reviewed on Nov 26, 2025

Treehouse Hotel Silicon Valley

Treehouse Hotel Silicon Valley

5 out of 5
Price was $8,380, price is now $4,802 per person
$4,802
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip flight included
Seattle (SEA) 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

San Carlos Inn

San Carlos Inn

2 out of 5
Save 100% on your flight
Price was $929, price is now $540 per person
$540
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to San Francisco (SFO)
7/10 Good! (316 reviews)
Good if your looking for under $70

Reviewed on Dec 2, 2025

Surf Lodge

Surf Lodge

2 out of 5
Save 100% on your flight
Price was $1,202, price is now $722 per person
$722
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
10/10 Exceptional! (96 reviews)
Cute, clean and conveniently located a few blocks from the beach, we had a lovely stay the Surf Lodge. Bed was very comfortable.

Reviewed on Nov 7, 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

Hilton San Francisco Financial District

Hilton San Francisco Financial District

4 out of 5
750 Kearny St San Francisco CA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $105 total per night from Dec 14 to Dec 15
$105 total
Dec 14 - Dec 15
Total with taxes and fees
8.6/10 Excellent! (2,071 reviews)
Great room, great view and great staff...ridiculous parking fees!!

Reviewed on Dec 1, 2025

Hilton San Francisco Financial District
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
$144 nightly
The price is $170 total per night from Dec 18 to Dec 19
$170 total
Dec 18 - Dec 19
Total with taxes and fees
8.8/10 Excellent! (7,150 reviews)
Hands down the most friendly, helpful staff of any hotel we’ve ever stayed at. Every employee we spoke with was so incredibly kind and eager to help. Very clean rooms. Gorgeous views. We were able to walk to the warf and felt very safe having our car in the garage at the hotel.

Reviewed on Dec 3, 2025

Hotel Riu Plaza Fisherman's Wharf
See all 4,649 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

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

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

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.