Jackson Square Vacation Packages 2026 from $187

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The Latest Jackson Square Vacation Packages

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Oct 1 - Oct 5
Cathedral Hill Hotel + Flight
Downtown San Francisco
4 nights
2.0 star property
7.2/10 - Good (718 reviews)
"This hotel offers spacious, clean, no luxury rooms. However, the free parking and having a clean microwave and refrigerator and shower water pressure were awesome. It is in the Tenderloin area which was across the street from a rehab hotel/apartment. We didn’t feel comfortable going out walking at night due to the neighborhood. There was a security guard on duty which helped our sense of safety. The WiFi connection was horrible, not advisable if you’re expecting to have a stable connection."
Reviewed July 15, 2026
Roundtrip • Los Angeles (LAX) - San Francisco (SFO)
LAX - SFO • Nonstop SFO - LAX • Nonstop
~~$354~~
$187
per traveler
found 1 day ago
Cathedral Hill Hotel
Sep 25 - Sep 28
Claremont Resort & Club + Flight
Claremont Hills
3 nights
5.0 star property
9.0/10 - Wonderful (1,052 reviews)
"Staff was very friendly and accommodating. My room was a little warm so I asked to be moved. I was told that the AC actually turns off after no motion or activity in the room. Not sure how true that is. But it was unusually humid and sticky in the room. I did not get a good nights rest for the three nights I was there. The property itself is a little outdated, but that I’m sure leads to the charm. I do feel like pictures online should reflect the true character of the hotel. I don’t believe..."
Reviewed July 24, 2026
Roundtrip • Burbank (BUR) - Oakland (OAK)
BUR - SFO • Nonstop SFO - BUR • Nonstop
~~$1,365~~
$632
per traveler
found 1 day ago
Claremont Resort & Club
Oct 7 - Oct 10
Aqua Breeze Inn + Flight
Westside Santa Cruz
3 nights
2.5 star property
8.2/10 - Very Good (1,007 reviews)
"3 level motel-great pick to go to the boardwalk. Room above us was very loud—Stomping. No pool. Air conditioning was very loud."
Reviewed July 23, 2026
Roundtrip • Seattle (SEA) - San Jose (SJC)
SEA - SJC • Nonstop SJC - SEA • Nonstop
Save 100% on your flight
~~$626~~
$313
per traveler
found 1 day ago
Aqua Breeze Inn
Oct 1 - Oct 5
SF Central Hotel + Flight
Downtown San Francisco
4 nights
2.0 star property
6.2/10 - (891 reviews)
"The hotel is clean enough and functions regularly. The issues I had were with checkin. I asked to check in an hour early (usually hotel.com guests get an early checkin if requested . The guy at the desk said i could checkin early for an $20 additional dollars. Not wanting to wait an hour in my car I said ok. Then came the parking . The hotels .com booking made it seem like parking was included but no, that was also was an additional $20 and when my partner arrived later another $20x...."
Reviewed July 17, 2026
Roundtrip • Los Angeles (LAX) - San Francisco (SFO)
LAX - SFO • Nonstop SFO - LAX • Nonstop
~~$565~~
$315
per traveler
found 1 day ago
SF Central Hotel
Oct 1 - Oct 5
City Center Inn & Suites + Flight
Downtown San Francisco
4 nights
2.0 star property
7.2/10 - Good (1,004 reviews)
Roundtrip • Los Angeles (LAX) - San Francisco (SFO)
LAX - SFO • Nonstop SFO - LAX • Nonstop
Save 100% on your flight
~~$371~~
$213
per traveler
found 1 day ago
City Center Inn & Suites