Downtown San Mateo Vacations from $248

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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.
San Carlos Inn

San Carlos Inn

2 out of 5
Price was $507, price is now $248 per person
$248
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
7/10 Good! (316 reviews)
room could have been cleaner fridge and micro wave were not spotless

Reviewed on Nov 21, 2025

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was $2,134, price is now $1,043 per person
$1,043
per person
Jan 13 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Francisco (SFO)
9/10 Wonderful! (7,092 reviews)
Everything was wonderful!!

Reviewed on Nov 28, 2025

Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

3 out of 5
Ingold - Milldale
Save 100% on your flight
Price was $1,342, price is now $695 per person
$695
per person
Jan 13 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Francisco (SFO)
9/10 Wonderful! (4,699 reviews)
Room clean, enjoyed breakfast. Like the vintage decor

Reviewed on Nov 28, 2025

Alpine Inn And Suites

Alpine Inn And Suites

2 out of 5
Bayshore Heights
Save 100% on your flight
Price was $1,178, price is now $621 per person
$621
per person
Jan 13 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Francisco (SFO)
7.4/10 Good! (1,002 reviews)
Personally, I loved how close I was to my car (it’s San Francisco )separate room, and cleanliness

Reviewed on Nov 26, 2025

Bel Abri Napa Valley Inn

Bel Abri Napa Valley Inn

3 out of 5
Central Napa
Price was $533, price is now $282 per person
$282
per person
Feb 19 - Feb 23
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
9.6/10 Exceptional! (1,005 reviews)
Great hotel! Would stay here again. It does get a bit noisy in the day due to the traffic circle outside but no complaints otherwise.

Reviewed on Nov 27, 2025

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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
$93 nightly
The price is $109 total per night from Dec 14 to Dec 15
$109 total
Dec 14 - Dec 15
Total with taxes and fees
8.6/10 Excellent! (2,049 reviews)
Staff very helpful. Allowed us to check in early. The view of Coit Tower was incredible. The only issue was the microwave in the Cloud room was filthy.

Reviewed on Nov 27, 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

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.