Cow Hollow Vacations from $251

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Your Cow Hollow Vacation

Avoid the stress of travel planning with a Cow Hollow vacation package. With everything organized before you take off, all you have to do is enjoy this affluent neighborhood's shopping, bars and pubs and history. Can't wait to head out and see the sights during your trip to Cow Hollow? Pencil in a visit to nearby attractions such as Pier 39, Alcatraz Island and Lombard Street. No matter your travel goals or the size of your budget, booking your ideal Cow Hollow vacation is quick and easy with Expedia.

The Latest Cow Hollow Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

4 out of 5
Historic Railroad Square
Save 100% on your flight
Price was $397, price is now $251 per person
$251
per person
Jan 21 - Jan 24
found 5 hours ago
Roundtrip flight included
San Diego (SAN) to San Francisco (SFO)
8.6/10 Excellent! (1,006 reviews)

Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Price was $1,162, price is now $636 per person
$636
per person
Jan 29 - Jan 31
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
8.2/10 Very Good! (1,002 reviews)
Location location location

Reviewed on Nov 9, 2026

Montage Healdsburg

Montage Healdsburg

5 out of 5
Price was $1,561, price is now $972 per person
$972
per person
Jan 21 - Jan 24
found 6 hours ago
Roundtrip flight included
San Diego (SAN) to San Francisco (SFO)
9.6/10 Exceptional! (142 reviews)
Amazing!

Reviewed on Nov 4, 2026

The Huntington Hotel

The Huntington Hotel

5 out of 5
Downtown San Francisco
Price was $1,916, price is now $1,195 per person
$1,195
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
San Diego (SAN) to San Francisco (SFO)
9.6/10 Exceptional! (44 reviews)

Cavallo Point

Cavallo Point

4.5 out of 5
Price was $1,359, price is now $883 per person
$883
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
9.2/10 Wonderful! (1,001 reviews)
Good location but Old buildings, as it was a former army base. Hotel did a good job with modernizing the inside of the rooms as much as possible, but the exterior of the buildings still resemble drab, uninspired base housing. Grounds were kinda dumpy. Staff never offered valet or help with bags to the room. View of the golden gate made it nice (but clean windows to enjoy the view would have been nice as our windows were very dirty and stained with god knows what) Overall for the price, was not worth the price paid and unfortunately would not recommend or stay again.

Reviewed on Nov 6, 2026

Where to stay in Cow Hollow

Find the best Cow Hollow areas and neighborhoods for the activities you enjoy most. Learn more about Cow Hollow
A cityscape with tall buildings, a central plaza with palm trees, and a flag on one of the buildings.

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.

Find hotels in Union Square

Cow Hollow Hotel Deals

Comfort Inn by the Bay

Comfort Inn by the Bay

2.5 out of 5
2775 Van Ness Ave San Francisco CA
$103 nightly
The price is $121 total per night from Nov 30 to Dec 1
$121 total
Nov 30 - Dec 1
Total with taxes and fees
Comfort Inn by the Bay
Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave San Francisco CA
$119 nightly
The price is $140 total per night from Nov 29 to Nov 30
$140 total
Nov 29 - Nov 30
Total with taxes and fees
9/10 Wonderful! (6,490 reviews)
"Una habitación muy limpia y muy cómoda aparte que tenía buena vista"

Reviewed on Nov 10, 2026

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
$173 nightly
The price is $203 total per night from Nov 28 to Nov 29
$203 total
Nov 28 - Nov 29
Total with taxes and fees
Hotel Riu Plaza Fisherman's Wharf
See all 4,110 properties in Cow Hollow
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

Stay near popular Cow Hollow attractions

Union Street

9.2/10 (21 reviews)
During your visit to San Francisco, you can do some window-shopping at Union Street. Check out the charming cafes or top-notch restaurants in this walkable area.
See properties

Things to do

Alcatraz Inside tour with Round trip ferry & Audio App Packages

Alcatraz Inside tour with Round trip ferry & Audio App Packages

$86
per adult
94% of travellers recommend
Alcatraz Inside tour with Round trip ferry & Audio App Packages
California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

$49
per adult
86% of travellers recommend
California Academy of Sciences Daytime Admission
San Francisco City Lights Cruise

San Francisco City Lights Cruise

$58
per adult
94% of travellers recommend
San Francisco City Lights Cruise
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.