Jackson Square Vacations from $238

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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.
San Carlos Inn

San Carlos Inn

2 out of 5
Price was $471, price is now $238 per person
$238
per person
Feb 5 - Feb 8
found 12 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
14/10 Exceptional! (316 reviews)
Our room was clean, parking was easy and felt safe here, theres also a shopping center just around the block. Simple room had everything we needed for a comfortable overnight stay and staff was nice

Reviewed on Oct 9, 2025

Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,000, price is now $515 per person
$515
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to San Jose (SJC)
16/10 Exceptional! (1,002 reviews)
Food was superb. The employees were so attentive and very serviceable. This was a business stay so didn’t get the chance to enjoy the amenities. Did manage to squeeze in a hike the shortest trail of the 3 they offer. Breathtaking views especially after rainy day.

Reviewed on Nov 19, 2025

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $2,222, price is now $1,257 per person
$1,257
per person
Jan 30 - Feb 4
found 1 day ago
Roundtrip flight included
New York (JFK) to San Francisco (SFO)
18.4/10 Exceptional! (470 reviews)
I would remove the wood piece in the shower, it had mold on it and I have a mold allergy.

Reviewed on Nov 10, 2025

Dawn Ranch

Dawn Ranch

3.5 out of 5
Save 100% on your flight
Price was $785, price is now $460 per person
$460
per person
Jan 22 - Jan 25
found 4 hours ago
Roundtrip flight included
Phoenix (PHX) to San Francisco (SFO)
18.4/10 Exceptional! (87 reviews)
We loved the property, amenities and friendly staff.

Reviewed on Nov 6, 2025

Marin Suites Hotel

Marin Suites Hotel

3 out of 5
Save 100% on your flight
Price was $452, price is now $266 per person
$266
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to San Francisco (SFO)
16.8/10 Exceptional! (1,006 reviews)
I didn’t go to the pool myself, but my adult kids went 3 times. They enjoyed racing and playing in the pool when no one else was there, then getting in the whirlpool. They said the temperature was perfect.

Reviewed on Nov 18, 2025

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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 refundableReserve now, pay when you stay
$112 nightly
The price is $132 total per night from Nov 23 to Nov 24
$132 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (4,846 reviews)
Amazing!

Reviewed on Nov 19, 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
$148 nightly
The price is $174 total per night from Dec 2 to Dec 3
$174 total
Dec 2 - Dec 3
Total with taxes and fees
8.8/10 Excellent! (7,092 reviews)
Great breakfast. If you got a deal which includes the breakfast it is a steal. It is easily worth $20 to $25 a person if you have to pay for it.

Reviewed on Nov 19, 2025

Hotel Riu Plaza Fisherman's Wharf
Hyatt Regency San Francisco

Hyatt Regency San Francisco

4 out of 5
5 Embarcadero Center San Francisco CA
Fully refundableReserve now, pay when you stay
$183 nightly
The price is $215 total per night from Dec 14 to Dec 15
$215 total
Dec 14 - Dec 15
Total with taxes and fees
9.2/10 Wonderful! (1,970 reviews)
Room is excellent

Reviewed on Nov 20, 2025

Hyatt Regency San Francisco
See all 4,597 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
Alcatraz San Francisco Bay Cruise with Night Option

Alcatraz Visit with Night Option and SF Bay Cruise

$139
per adult
92% of travellers recommend
Alcatraz Visit with Night Option and SF Bay Cruise
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)
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.