Downtown San Mateo Holidays

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Price found within the past 48 hours. Click for updated prices.
River Terrace Inn - A Noble House Hotel

River Terrace Inn - A Noble House Hotel

4 out of 5
Downtown Napa
Price was S$1,298, price is now S$1,018 per person
S$1,018
per person
11 Dec - 15 Dec
found 3 hours ago
Return direct flight included
Lafayette (LFT) to Oakland (OAK)
9/10 Wonderful! (1,005 reviews)
The hotel is beautiful and conveniently located within walking distance to shops and stores. The overall atmosphere is very nice. However, the food could use some improvement, and the walls are quite thin—we were woken up by conversations from the next room.

Reviewed on 4 Oct, 2025

Hotel Yountville

Hotel Yountville

4 out of 5
Save 100% on your flight
Price was S$2,319, price is now S$1,706 per person
S$1,706
per person
11 Dec - 15 Dec
found 3 hours ago
Return direct flight included
Lafayette (LFT) to Oakland (OAK)
9.6/10 Exceptional! (1,004 reviews)
We loved this hotel. Pricey but lovely!

Reviewed on 1 Oct, 2025

Rancho Caymus Inn

Rancho Caymus Inn

4 out of 5
Price was S$1,810, price is now S$1,397 per person
S$1,397
per person
11 Dec - 15 Dec
found 3 hours ago
Return direct flight included
Lafayette (LFT) to San Francisco (SFO)
9.8/10 Exceptional! (1,003 reviews)
We throughly enjoyed our stay and will come back again in the future. Great staff, great service, great location.

Reviewed on 27 Sept, 2025

Lavender, A Four Sisters Inn

Lavender, A Four Sisters Inn

4 out of 5
Save 100% on your flight
Price was S$2,123, price is now S$1,661 per person
S$1,661
per person
11 Dec - 15 Dec
found 3 hours ago
Return direct flight included
Lafayette (LFT) to Oakland (OAK)
8.8/10 Excellent! (430 reviews)
A gem! We loved our stay. The room was super clean and spacious. So quiet and pleasant. Staff were excellent and the hosted happy hour was a highlight. The location is perfect for walking to all of the good restaurants along Washington St.

Reviewed on 30 Jun, 2025

Gaige House

Gaige House

4.5 out of 5
Save 100% on your flight
Price was S$2,452, price is now S$1,926 per person
S$1,926
per person
11 Dec - 15 Dec
found 3 hours ago
Return direct flight included
Lafayette (LFT) to San Francisco (SFO)
9/10 Wonderful! (1,002 reviews)
A truly relaxing retreat. The place is spotless, peaceful, and beautifully maintained. The staff are warm, friendly, and make you feel right at home. It’s the kind of place you can’t wait to return to at the end of the day — calm, inviting, and surrounded by quiet beauty.

Reviewed on 6 Oct, 2025

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 showing a city and a skyscraper

Union Square

4/5(287 area reviews)

Fashion puts its best foot forward in this vast shopping plaza.

Find hotels in Union Square

Top hotels in Downtown San Mateo

Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave, San Francisco, CA
The price is S$170 per night from 2 Nov to 3 Nov
S$170
2 Nov - 3 Nov
includes taxes & fees
8.8/10 Excellent! (4,659 reviews)
"Nice view in corner room"

Reviewed on 7 Oct, 2025

Holiday Inn Golden Gateway by IHG
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
The price is S$195 per night from 2 Nov to 3 Nov
S$195
2 Nov - 3 Nov
includes taxes & fees
8.6/10 Excellent! (1,858 reviews)
"Loved my stay & view. Just didnt like the noise that would wake me up throughout the night/ early morning. Not sure if it was from outside or other hotel guests."

Reviewed on 7 Oct, 2025

Hilton San Francisco Financial District
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
The price is S$268 per night from 5 Nov to 6 Nov
S$268
5 Nov - 6 Nov
includes taxes & fees
8.8/10 Excellent! (6,937 reviews)
"Beautiful property. Great location"

Reviewed on 6 Oct, 2025

Hotel Riu Plaza Fisherman's Wharf
See all 4,537 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.

Frequently asked questions

How much does a Downtown San Mateo holiday package cost?
Starting from an incredible S$1,018, you can tailor make your Downtown San Mateo package the way you want. Simply bundle flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Downtown San Mateo?
It's easy. Just bundle. Flights, rental cars and hotels — combine whatever you need into a Downtown San Mateo holiday package and save. Score even more bargains when you include extras such as day tours to your booking. But that's not the only good part. You have the flexibility to put together your trip your own way. We offer more than 550 partner airlines and 1,000,000 hotel options worldwide, so that everyone has a chance to travel and fulfil those holiday dreams.
Where should I stay in Downtown San Mateo?
A getaway to Downtown San Mateo isn't complete without seeing San Mateo County Event Centre, Hillsdale Shopping Centre and Coyote Point Park. Spend your evenings near these top sights and make sightseeing easy.
How far in advance should I book my Downtown San Mateo holiday?
While not all air carriers advertise tickets early, you can normally look up international fares on Expedia up to 12 months in advance. This is the time you can score some incredible deals. If you've left things to the last minute, you might get lucky. Low prices occasionally emerge just weeks prior to departure.
What does an Expedia Downtown San Mateo travel package include?
Travel packages include rental cars, flights and hotels, but you can combine any of them to create your dream Downtown San Mateo holiday. You can also add on fun things like activities and tours once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll enjoy deals you won't find anywhere else.
What should I know before booking a Downtown San Mateo travel package?
Booking all the parts of your getaway together is a simple way to save. Combine your car rentals, airfares and hotels into a tidy little package. But you're not limited to hotels. Expedia offers all kinds of properties, including holiday rentals such as oceanfront condos and spacious residences. The list is almost endless!
Can I choose my airline with a Downtown San Mateo Expedia holiday package?
With a holiday package, you're in charge. Whether you'd prefer to fly to Downtown San Mateo in coach or business class, simply choose from the available airline options. Expedia has access to more than 550 partner airlines around the world.
If I'm not able to travel, can I cancel my Downtown San Mateo holiday package?
Don't worry if you're rethinking your Downtown San Mateo holiday package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We understand life can sometimes throw you a curveball, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we're here to help.

Things to do

Filoli House & Garden

Filoli House & Garden

S$44
per adult
100% of travellers recommend
Filoli House & Garden
Muir Woods & Sausalito with EXCLUSIVE Battery Spencer Small Group Tour

Muir Woods & Sausalito with EXCLUSIVE Battery Spencer Small Group Tour

S$122
per adult
Muir Woods & Sausalito with EXCLUSIVE Battery Spencer Small Group Tour
Easy thttps://media-cdn.tripadvisor.com/media/attractions-splice-spp-720x480/11/ed/13/ba.jpgo ride ebikes that are family friendly.

Half Moon Bay Family Friendly Guided E-bike Tour

S$141
per adult
Half Moon Bay Family Friendly Guided E-bike 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.