Downtown San Mateo Vacations from $428

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Your Downtown San Mateo Vacation

A well-liked commercial neighborhood, Downtown San Mateo lures travelers with its shopping, history and nature. Book a vacation package to Downtown San Mateo and discover all of those highlights and more. Start your trip to Downtown San Mateo by heading to nearby attractions such as Coyote Point Park, Hillsdale Shopping Center and Poplar Creek Golf Course. Expedia can put your plans into action. Book your perfect Downtown San Mateo vacation today.

The Latest Downtown San Mateo Vacation Packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
Berkeley Marina
Price was $757, price is now $428 per person
$428
per person
Feb 5 - Feb 8
found 11 hours ago
Roundtrip flight included
New York (NYC) to Oakland (OAK)
8.2/10 Very Good! (3,745 reviews)
Staff was helpful. Housekeeping was great. Am I reviewing the restaurant too?

Reviewed on Nov 29, 2025

Motel 6 Santa Cruz, CA

Motel 6 Santa Cruz, CA

2 out of 5
Westside Santa Cruz
Price was $950, price is now $482 per person
$482
per person
Jan 9 - Jan 12
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
6/10 (581 reviews)
The room was dirty and I'm very sure the bed sheets/blankets washed.

Reviewed on Nov 15, 2025

Montage Healdsburg

Montage Healdsburg

5 out of 5
Price was $1,794, price is now $960 per person
$960
per person
Jan 29 - Feb 1
found 4 hours ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
9.6/10 Exceptional! (113 reviews)
Overall, the property was beautiful. However, we had an issue with black beetles in our restroom. I notified the front desk after killing three of them myself and all they did was spray a menthol cleaning agent around the tub. In the morning, I woke up to five or six of them under the bathmat. This ruined room as I am deadly terrified of bugs. At checkout, I did let them know about this and they comped my parking which I feel was an understatement considering what an inconvenience it was to smash black bugs all night. Sad to say that I was not very comfortable.

Reviewed on Nov 2, 2025

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $827, price is now $450 per person
$450
per person
Feb 12 - Feb 15
found 13 hours ago
Roundtrip flight included
Seattle (SEA) to Oakland (OAK)
8.8/10 Excellent! (1,003 reviews)
The staff is the best!

Reviewed on Nov 26, 2025

@ Marbella Lane - 3BR Designer Near Valley Fair

@ Marbella Lane - 3BR Designer Near Valley Fair

3 out of 5
Save 100% on your flight
Price was $3,279, price is now $1,931 per person
$1,931
per person
Feb 6 - Feb 9
found 20 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to San Jose (SJC)
No reviews

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Where to stay in Downtown San Mateo

Find the best Downtown San Mateo areas and neighborhoods for the activities you enjoy most. Learn more about Downtown San Mateo
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

Downtown San Mateo Hotel Deals

Hilton San Francisco Financial District

Hilton San Francisco Financial District

4 out of 5
750 Kearny St San Francisco CA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $105 total per night from Dec 14 to Dec 15
$105 total
Dec 14 - Dec 15
Total with taxes and fees
8.6/10 Excellent! (2,053 reviews)
Location was amazing. The view from the hotel room was breathtaking. Rooms were very clean and modern. Will stay there again.

Reviewed on Nov 28, 2025

Hilton San Francisco Financial District
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 Dec 14 to Dec 15
$132 total
Dec 14 - Dec 15
Total with taxes and fees
8.8/10 Excellent! (4,867 reviews)
There wasnt much in the direct vicinity of the hotel but great location for public transport and the hotel has wonderful views and modern clean rooms. I wish the lobby was upgraded but the staff was grear!

Reviewed on Nov 24, 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
$131 nightly
The price is $154 total per night from Dec 1 to Dec 2
$154 total
Dec 1 - Dec 2
Total with taxes and fees
8.8/10 Excellent! (7,163 reviews)
Great and relaxing

Reviewed on Nov 27, 2025

Hotel Riu Plaza Fisherman's Wharf
See all 4,650 properties in Downtown San Mateo
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 Downtown San Mateo

Central Park

4/5(16 reviews)

Central Park is just one of the places to see in San Mateo, so why not enjoy the other things to explore during your travels? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Central Park

The San Mateo Japanese Garden

Enjoy an outing to The San Mateo Japanese Garden during your stay in San Mateo. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

The San Mateo Japanese Garden

Things to do

Napa, Sonoma and Exclusive Battery Spencer Small Group Wine Tasting Tour

Napa, Sonoma and Exclusive Battery Spencer Small Group Wine Tasting Tour

$138
per traveler
Napa, Sonoma and Exclusive Battery Spencer Small Group Wine Tasting Tour
Arches National Park

San Francisco to Las Vegas and National Parks 6 Day Tour

$1,375
per adult
San Francisco to Las Vegas and National Parks 6 Day Tour
Grand Canyon 1

San Francisco to Las Vegas Grand Canyon 4 Day Tour

$815
per adult
San Francisco to Las Vegas Grand Canyon 4 Day Tour
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.