San Mateo Holidays

Book a Hotel + Flight or Car together to unlock savings

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

Top hotels in San Mateo

Holiday Inn Hotel & Suites San Mateo-San Francisco SFO by IHG

Holiday Inn Hotel & Suites San Mateo-San Francisco SFO by IHG

3 out of 5
330 N Bayshore Blvd, San Mateo, CA
Fully refundable
The price is 2.372.220 ₫ per night from 31 Aug to 1 Sept
2.372.220 ₫
2.744.659 ₫ total
31 Aug - 1 Sept
includes taxes & fees
7.6/10 Good! (1,012 reviews)
Reptile show adventure
"I really enjoyed this hotel. It was quiet and the room was very clean and well decorated, my only complaint is the parking. It was kinda hard to find a spot to park my work Van and I wasn't too happy about paying "$25 per night" for parking... If I knew I was going to paying for parking I would have ..."

Reviewed on 25 Aug 2025

Holiday Inn Hotel & Suites San Mateo-San Francisco SFO 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 2.832.743 ₫ per night from 1 Sept to 2 Sept
2.832.743 ₫
4.419.946 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (6,708 reviews)
Elephants not humans
"Good hotel but make sure you are on the top floor we were originally put on third floor and found the people above to be extremely loud especially at 1:30 in the morning. Not sure if it’s the hotel itself or the people staying above we’re not human but actually a herd of elephants. When we spoke ..."

Reviewed on 25 Aug 2025

Hotel Riu Plaza Fisherman's Wharf
Hyatt Regency San Francisco

Hyatt Regency San Francisco

4 out of 5
5 Embarcadero Center, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is 4.246.274 ₫ per night from 28 Aug to 29 Aug
4.246.274 ₫
6.236.478 ₫ total
28 Aug - 29 Aug
includes taxes & fees
9.2/10 Wonderful! (1,821 reviews)
"It was a great place to stay by the waterfront!"

Reviewed on 25 Aug 2025

Hyatt Regency San Francisco
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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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.