San Mateo Holidays

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Where to stay in San Mateo

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

2 out of top 10 points of interest in this area

If you're spending some time in Central San Mateo, The San Mateo Japanese Garden and Cinemark Century San Mateo 12 are top sights worth seeing.

Find hotels in Central San Mateo

San Mateo Beach Holiday

Listen to the sound of waves crashing onto the shore and kick back by the shimmering waters on your San Mateo holiday. If you just need to get away, a trip to San Mateo is your ticket to rest and relaxation. We have a great range of San Mateo holiday deals to select from. Snap up one close to Lakeshore Park Beach, just 3 kilometres from the city centre, and live out your holiday fantasies without blowing your budget.

Top hotels in 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
Fully refundableReserve now, pay when you stay
The price is S$181 per night from 6 Apr to 7 Apr
S$181
includes taxes & fees
6 Apr - 7 Apr
8.8/10 Excellent! (3,723 reviews)
"It was a very pleasant surprise and made the trip easy."

Reviewed on 28 Mar,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
The price is S$243 per night from 7 Apr to 8 Apr
S$243
includes taxes & fees
7 Apr - 8 Apr
8.8/10 Excellent! (6,294 reviews)
"excellent hotel"

Reviewed on 30 Mar,2025

Hotel Riu Plaza Fisherman's Wharf
Chancellor Hotel on Union Square
Chancellor Hotel on Union Square
3.5 out of 5
433 Powell St, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is S$172 per night from 13 Apr to 14 Apr
S$172
includes taxes & fees
13 Apr - 14 Apr
9.2/10 Wonderful! (2,653 reviews)
"My room was quiet and clean. Everyone was helpful and it was conveniently located to the conference I was attending. Great stay!"

Reviewed on 28 Mar,2025

Chancellor Hotel on Union Square
See all 5,042 properties in 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 San Mateo holiday package cost?
You’ll find cheap prices on Expedia for your San Mateo escape. However, factors like the hotel choice, length of stay and season will determine how much your holiday to San Mateo costs.
What are the cheapest months to go to San Mateo?
You’re likely to find lower prices and greater availability in December, January and February. Explore our cheap San Mateo holiday packages and you could get some great off-season deals.
How many days is enough for San Mateo?
We’d recommend booking a San Mateo holiday for at least 3 days. This gives you plenty of time to check off key attractions such as CuriOdyssey and Coyote Point Park, as well as check out neighbourhoods like East San Mateo and Shoreview. You could even slot in a day trip (or two) from San Mateo.
Is it worth booking a holiday package to San Mateo?
Whether you’re planning to check out attractions like Coyote Point Park and Hillsdale Shopping Centre, or eager to experience its top-notch history and culture, a San Mateo holiday guarantees an unforgettable adventure. Book your trip with Expedia and discover why San Mateo is such a good holiday destination.
How to find the best San Mateo package deals?
Finding a cheap San Mateo package deal is a breeze with Expedia. Once you’ve entered your preferred dates and destination under our “Packages” tab, set your budget, add a few filters and browse what’s available. You can tailor your search by “Amenities,” “Property type,” “Traveller experience” and more. Sort the results by “Price: low to high” to view the most economical San Mateo package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a San Mateo holiday as a package?
You can enjoy significant savings on your next San Mateo escape by booking a tailored holiday package. Click on the “Package” heading, then select your travel dates and destination to see some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to San Mateo?
If you’re planning a spur-of-the-moment San Mateo getaway, check out our last-minute deals that can be booked up to a week before you take off. Don’t want to leave things to the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to San Mateo?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit San Mateo.
  2. Set your budget: Consider expenses like flights, meals and transportation when calculating how much to set aside for your trip to San Mateo. Then, select a hotel that suits your budget, whether that’s an affordable stay or a high-end getaway.
  3. Work out your trip length: Consider how much time you want to spend exploring San Mateo. Plan your itinerary so you can get to all the attractions and experiences you’re interested in at a leisurely pace.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that’s left is to pick a San Mateo holiday package that brings all your bookings together.

Popular places to visit

Golden Gate Park which includes flowers and a garden

Golden Gate Park

4.5/5(323 reviews)

Sit for a while and relax among the trees, flowers and wildlife in this popular park, right on San Francisco's doorstep.

Golden Gate Park
Pier 39 featuring signage, street scenes and a city

Pier 39

4/5(364 reviews)

Head to the waterfront for thrilling rides, captivating street performers and plenty of souvenir shops. But the main draw has to be the resident sea lions.

Pier 39
Golden Gate Bridge which includes a bay or harbour, night scenes and a marina

Golden Gate Bridge

4.5/5(362 reviews)

Don’t drive it, walk it. Walking this 2.7 kilometre iconic bridge is a real experience, best appreciated on two legs.

Golden Gate Bridge

What to do in San Mateo

Golden Gate Bridge at night

San Francisco Night Tour

S$69
per adult
76% of travellers recommend
San Francisco Night Tour
San Francisco: Flyer Theater, 7D Ride & Laser Maze Combo

San Francisco: Flyer Theater, 7D Ride & Laser Maze Combo

S$37
per adult
100% of travellers recommend
San Francisco: Flyer Theater, 7D Ride & Laser Maze Combo
San Francisco GoCar Tour

GoCar San Francisco Tour

S$129
per traveller
96% of travellers recommend
GoCar San Francisco Tour
See all activities in San Mateo

* 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.