San Mateo Holidays

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Top Flight + Hotel Deals in San Mateo

Price found within the past 48 hours. Click for updated prices.
Hotel Zephyr San Francisco

Hotel Zephyr San Francisco

4 out of 5
Fisherman's Wharf
per person
1 May - 4 May
found 2 hours ago
Return flight included
Toronto (YYZ) to San Francisco (SFO)
8.6/10 Excellent! (1,879 reviews)
Comfortable and clean room. The person in the lobby is very friendly. The hotel is very clean and with very entertaining activities.

Reviewed on 8 Feb 2025

Hotel Zeppelin San Francisco

Hotel Zeppelin San Francisco

4 out of 5
Union Square
Save 100% on your flight
per person
1 May - 4 May
found 4 hours ago
Return direct flight included
Toronto (YYZ) to San Francisco (SFO)
8.6/10 Excellent! (1,005 reviews)
my first room had a very bad smell, I changed it but the other room still had that smell to some extend.

Reviewed on 1 Feb 2025

Hotel Zelos San Francisco

Hotel Zelos San Francisco

4 out of 5
Downtown San Francisco
Save 100% on your flight
per person
1 May - 4 May
found 4 hours ago
Return direct flight included
Toronto (YYZ) to San Francisco (SFO)
9/10 Wonderful! (1,008 reviews)
The restaurant inside of this hotel is swanky and the food is delicious

Reviewed on 3 Feb 2025

WorldMark San Francisco

WorldMark San Francisco

2.5 out of 5
Union Square
Save 100% on your flight
per person
1 May - 4 May
found 4 hours ago
Return direct flight included
Toronto (YYZ) to San Francisco (SFO)
8.6/10 Excellent! (7 reviews)
Great location but staff was not engaging. There was an urgency to purchase timeshare at the location. WiFI is not included with stay.

Reviewed on 30 May 2023

The Donatello

The Donatello

3.5 out of 5
Union Square
Save 100% on your flight
per person
1 May - 4 May
found 4 hours ago
Return direct flight included
Toronto (YYZ) to San Francisco (SFO)
9.2/10 Wonderful! (1,000 reviews)
Wonderful location in middle of union square. Can walk everywhere. Note: quite a few homeless in the area but no issues. Hotel was friendly, helpful and we encountered some initial problems with our room (heat and drain) but they quickly fixed by moving us to an equal room. The spa floor is beautiful. The valet and security are terrific and so friendly. Rooms are roomy and comfortable. Very nice stay. Note- they do a vacation resort sales pitch at checkin but not pushy if you aren’t interested, and great perks if you are.

Reviewed on 30 Jan 2025

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 Central Park 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, an IHG Hotel
Holiday Inn Golden Gateway, an IHG Hotel
3.5 out of 5
1500 Van Ness Ave, San Francisco, CA
Fully refundable
The price is €139 per night from 19 Feb to 20 Feb
€139
includes taxes & fees
19 Feb - 20 Feb
8.8/10 Excellent! (3,545 reviews)
"There was a discrepancy with deposit fees that was not mentioned in the hotel listing, compared to every other property. It came as a surprise to me and I felt a bit deceived as I'm coming from a country that only gives me a certain amount of USD limit per month and I have to put in a request to ..."

Reviewed on 7 Feb 2025

Holiday Inn Golden Gateway, an IHG Hotel
Kimpton Alton Fisherman's Wharf, an IHG Hotel
Kimpton Alton Fisherman's Wharf, an IHG Hotel
4.5 out of 5
2700 JONES STREET, San Francisco, CA
Fully refundable
The price is €214 per night from 23 Feb to 24 Feb
€214
includes taxes & fees
23 Feb - 24 Feb
9/10 Wonderful! (1,320 reviews)
"Great shower, comfortable bed, new building, great atmosphere, nice staff. Definitely recommend."

Reviewed on 5 Feb 2025

Kimpton Alton Fisherman's Wharf, an IHG Hotel
Bay Landing San Francisco Airport Hotel
Bay Landing San Francisco Airport Hotel
3 out of 5
1550 Bayshore Hwy, Burlingame, CA
Fully refundableReserve now, pay when you stay
The price is €131 per night from 21 Feb to 22 Feb
€131
includes taxes & fees
21 Feb - 22 Feb
9/10 Wonderful! (3,763 reviews)
"I don't like no receipts at check out"

Reviewed on 6 Feb 2025

Bay Landing San Francisco Airport Hotel
See all 5,123 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 from €689 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

Pier 39 showing street scenes, signage and a city

Pier 39

4/5(364 reviews)

Sea lions are the star attraction at one of the liveliest piers on San Francisco’s historic waterfront.

Pier 39
Golden Gate Bridge which includes a suspension bridge or treetop walkway, night scenes and a bay or harbour

Golden Gate Bridge

4.5/5(362 reviews)

Walk across one of the most photogenic bridges in the world for unrivalled views from both sides.

Golden Gate Bridge
Oracle Park

Oracle Park

4.5/5(24 reviews)

Whether or not you’re a baseball fan, this charming ballpark with outstanding views should be on your San Francisco sightseeing list.

Oracle Park

What to do in San Mateo

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

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

€27
per adult
100% of travellers recommend
San Francisco: Flyer Theater, 7D Ride & Laser Maze Combo
California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

€40
per adult
84% of travellers recommend
California Academy of Sciences Daytime Admission
San Francisco GoCar Tour

GoCar San Francisco Tour

€92
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.