Cow Hollow Vacations from $374

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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.
RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

Stonehouse
Save 100% on your flight
$374
per person
Dec 10 - Dec 14
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
8.8/10 Excellent! (1,508 reviews)
What a beautiful place! I loved the TinyHome Concept and the Napa River behind each TinyHome. You also have a balcony, pool, sauna and playroom. There are BBQs in different areas around the property. It is not rich in amenities but are not needed. This is a place to rest, write a book or just disconnect. It is also safe. CONS-I would have appreciated a hot breakfast.

Reviewed on Oct 7, 2026

@ Marbella Lane - 3BR W/sweeping Views of Bay Area

@ Marbella Lane - 3BR W/sweeping Views of Bay Area

South San Mateo
Save 100% on your flight
$3,559
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
No reviews
The Westin St. Francis San Francisco on Union Square

The Westin St. Francis San Francisco on Union Square

Union Square
Save 100% on your flight
$427
per person
Dec 31 - Jan 2
found 14 hours ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
8.8/10 Excellent! (2,195 reviews)
1 Hotel San Francisco

1 Hotel San Francisco

Downtown San Francisco
Save 100% on your flight
$1,201
per person
Dec 27 - Dec 31
found 12 hours ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
9.2/10 Wonderful! (621 reviews)
Treehouse Hotel Silicon Valley

Treehouse Hotel Silicon Valley

Save 100% on your flight
$833
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
9.6/10 Exceptional! (168 reviews)
Beautiful hotel with many amenities. The staff was friendly and quickly resolved our issues. Our junior suite was extremely spacious and cozy, I enjoyed lounging around during days when I just wanted to relax. We also enjoyed sitting with a cup of tea/coffee on our balcony which faced the beer garden, which can get busy in the evening but I enjoyed the buzz. We also thoroughly loved our dinner at the Valley Goat, but were disappointed with our breakfast at the Backyard Cafe. The only downside to this hotel is the lack of an elevator. Our room was on the second floor of House E, and we weren’t notified at check-in that there is no elevator. When we arrived at House E, I searched down the first floor hall to look for an elevator and it wasn’t until a security guard (we arrived at night) came along to tell us that there is no elevator. He was kind enough to help us carry our 4 suitcases up the stairs.

Reviewed on Oct 8, 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 marina with various boats docked, including a yellow and white boat named 'Golden Gate'.

Fisherman's Wharf

1 out of top 10 points of interest in this area

Discover Pier 39, Ghirardelli Square, and the San Francisco Maritime National Historical Park in this bustling tourist hotspot. Savor seafood at family-owned restaurants and explore the sea lion colony, while enjoying convenient cable car access.

Find hotels in Fisherman's Wharf
A cityscape with tall buildings, palm trees, and red double-decker buses.

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
A trolley on a street with buildings and a clock tower.

Downtown San Francisco

3 out of top 10 points of interest in this area

Serving as San Francisco's central business district, this area boasts Northern California's two tallest buildings, the Salesforce Tower and Transamerica Pyramid. Explore shopping malls like the Embarcadero Center and enjoy parks such as Sue Biermann Park, all easily accessible via Muni bus and rail lines.

Find hotels in Downtown San Francisco
A cityscape with modern skyscrapers, a central park with pathways, and a few people walking.

South of Market

From baseball games to top-notch art exhibits, find endless entertainment in one of San Francisco’s fastest-growing neighborhoods.

Find hotels in South of Market
A cityscape with a prominent skyscraper, a bridge, and a mix of modern and historic buildings.

Nob Hill

Luxury hotels, historic mansions, and Michelin-starred restaurants abound in this upscale area. Explore Union Square shopping district, Grace Cathedral, and the SF Masonic Auditorium for a taste of culture and history.

Find hotels in Nob Hill

Cow Hollow Hotel Deals

Comfort Inn by the Bay

Comfort Inn by the Bay

2775 Van Ness Ave San Francisco CA
Fully refundable
$123 nightly
$145 total
Nov 1 - Nov 2
Total with taxes and fees
Comfort Inn by the Bay
Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA
Fully refundableReserve now, pay when you stay
$149 nightly
$175 total
Oct 25 - Oct 26
Total with taxes and fees
9/10 Wonderful! (6,386 reviews)
"Prime location. Trolly stops nearby. Awesome views of the city and lots of food places to eat and Whole Foods across the street."

Reviewed on Oct 8, 2026

Holiday Inn Golden Gateway by IHG
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
$159 nightly
$188 total
Nov 3 - Nov 4
Total with taxes and fees
9/10 Wonderful! (7,709 reviews)
"Its a grate place and location are very good for the diferent activity"

Reviewed on Oct 8, 2026

Hotel Riu Plaza Fisherman's Wharf
See all 4,143 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.
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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.
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Vedanta Society

Find out about the history of San Francisco with a stop at Vedanta Society. Discover the beautiful sunsets and shops in this vibrant area.
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McElroy Octagon House

6.8/10 (5 reviews)
You can learn about the history of San Francisco when you stop by McElroy Octagon House. Visit the notable monuments and shops in this vibrant area.
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Church of St Mary the Virgin

8.0/10 (3 reviews)
Church of St Mary the Virgin is just one of the places to see in San Francisco, so why not enjoy the other things to explore during your travels? Experience the acclaimed art scene and fascinating museums in this vibrant area.
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Allyne Park

8.0/10 (6 reviews)
After visiting Allyne Park, make a plan to see the other sights and activities in San Francisco. Discover the beautiful sunsets and notable monuments in this vibrant area.
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Things to do

Alcatraz Inside tour with Round trip ferry & Audio App Packages

Alcatraz Inside tour with Round trip ferry & Audio App Packages

$71
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
Alcatraz Visit with Night Option and SF Bay Cruise

Alcatraz Visit with Night Option and SF Bay Cruise

$139
per adult
94% of travellers recommend
Alcatraz Visit with Night Option and SF Bay 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.