Jackson Square Vacations from $237
Book a Hotel + Flight or Car together to unlock savings
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.
Hotel E
Downtown Santa Rosa
Save 100% on your flight
Price was $386, price is now $237 per person
$237
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to San Francisco (SFO)
9.6/10 Exceptional! (1,006 reviews)
Decor is beautiful, boutique feel, super comfortable bed, right in downtown, walking distance to restaurants, excellent coffee, and shopping.
Reviewed on Oct 27, 2026
Cavallo Point
Save 100% on your flight
Price was $1,384, price is now $825 per person
$825
per person
Dec 30 - Jan 2
found 1 hour ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
9.2/10 Wonderful! (1,001 reviews)
We’ve come here a handful of times with and without our pup. Each time we’ve come, the doggie bag just keeps getting better. The staff is accommodating, thoughtful and exceeds our expectations. There’s morning coffee and pastries, evening wine happy hour and 2 restaurants onsite. Their room service is amazing! Food arrives hot and usually less than 30 mins. The trails and the property grounds are meticulously maintained and perfect exercise for our pup. Savage loves this property and so do we. Thank you for always a 10/10 stay!
Reviewed on Oct 27, 2026
@ Marbella Lane - Exquisite Home 3BR
Sunnyvale West
Price was $2,436, price is now $1,473 per person
$1,473
per person
Dec 31 - Jan 4
found 3 hours ago
Roundtrip flight included
Seattle (SEA) to San Francisco (SFO)
10/10 Exceptional! (1 review)
House was great, lots of amenities, great location as in if you need necessities a Safeway is down the street.
Reviewed on Nov 30, 2025
Stanford Court San Francisco
Downtown San Francisco
Price was $1,027, price is now $630 per person
$630
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
9/10 Wonderful! (1,793 reviews)
Hotel needs updating, but the location is excellent
Reviewed on Oct 27, 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
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.
Jackson Square Hotel Deals
Holiday Inn Golden Gateway by IHG
1500 Van Ness Ave San Francisco CA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $140 total per night from Nov 23 to Nov 24
$140 total
Nov 23 - Nov 24
Total with taxes and fees
Hotel Riu Plaza Fisherman's Wharf
2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $169 total per night from Oct 30 to Oct 31
$169 total
Oct 30 - Oct 31
Total with taxes and fees
Hilton San Francisco Union Square
333 O'Farrell St. San Francisco CA
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $163 total per night from Nov 25 to Nov 26
$163 total
Nov 25 - Nov 26
Total with taxes and fees
8.6/10 Excellent! (1,853 reviews)
"great location"
Reviewed on Oct 28, 2026
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
Things to do
Alcatraz Inside tour with Round trip ferry & Audio App Packages
$86
per adult
94% of travellers recommend
California Academy of Sciences Daytime Admission
$49
per adult
86% of travellers recommend
San Francisco, Aquarium of the Bay General Admission Ticket
$29
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.