San Mateo Vacations from $372

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Your San Mateo Vacation

Book a tailored San Mateo vacation package that includes everything you need and nothing you don't. Great for families, nature and golfing, consider basing yourself in the neighborhood of Sharp Park. A trip to San Mateo is an ideal opportunity to take in the sights. Be sure to visit renowned attractions like Hillsdale Shopping Center, Millbrae Square Shopping Center and Coyote Point Park. Expedia is here to help you escape your daily routine. Tailor your vacation to San Mateo to suit your travel style, whatever that may be!

The Latest San Mateo Vacation Packages

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

Chapter San Francisco

2 out of 5
Western Addition
per person
Jul 18 - Jul 20
found 1 day ago
Roundtrip flight included
New York (NYC) to San Francisco (SFO)
9.4/10 Exceptional! (207 reviews)
Even before I arrived, I was so impressed by the customer service. The check-in was easy and accommodating. The facility was so clean, and everyone I interacted with was very pleasant. The hostel is located in a very convenient area. I was able to walk to many different locations, or take a short ride on the train/cab. I wish I had been able to stay longer! The next time I visit, I'll be staying at Chapter SF again for sure.

Reviewed on Apr 30, 2025

Hampton Inn San Francisco Downtown/Convention Center

Hampton Inn San Francisco Downtown/Convention Center

3 out of 5
Downtown San Francisco
per person
Jun 15 - Jun 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Francisco (SFO)
7.6/10 Good! (1,002 reviews)
Great hotel very clean friendly staff. But neighborhood is trash it’s in the Tenderloin district.

Reviewed on Apr 29, 2025

SF Plaza Hotel

SF Plaza Hotel

2.5 out of 5
Union Square
per person
Jun 17 - Jun 21
found 2 hours ago
Roundtrip flight included
New York (JFK) to San Francisco (SFO)
6.2/10 (1,001 reviews)
i realy enjoyed my stay, will definitely stay here my next trip to Mexicali.

Reviewed on Mar 14, 2025

San Carlos Inn

San Carlos Inn

2 out of 5
per person
Jul 18 - Jul 20
found 1 day ago
Roundtrip flight included
New York (NYC) to San Francisco (SFO)
7/10 Good! (251 reviews)
Very friendly staff!

Reviewed on Apr 30, 2025

The Utah Inn

The Utah Inn

2 out of 5
Downtown San Francisco
per person
Jun 17 - Jun 21
found 2 hours ago
Roundtrip flight included
New York (JFK) to San Francisco (SFO)
5.6/10 (782 reviews)
Pretty cool hotel, just stayed in 1 night and wasn’t as bad as I expected. You’ll have to park like 3-4 min away and walk 5-10 min. 7 hours of parking and only paid $20 for Parking. Cheap and affordable.

Reviewed on Apr 24, 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
Default Image

Central San Mateo

1 out of top 10 points of interest in this area

While visiting Central San Mateo, you might make a stop by sights like The San Mateo Japanese Garden and Cinemark Century San Mateo 12.

Find hotels in Central San Mateo

Find the Best San Mateo Vacation Packages

San Mateo Essential Information

Language
English
Currency
U.S dollars
Closest Airport
San Francisco Intl. Airport (SFO)
Population
103,500
Max Temp Winter
60ºF
Max Temp Summer
70ºF
Top Sights
Coyote Point Park, Hiller Aviation Museum and Candlestick Point State Recreation Area

Ready to book your vacation to San Mateo?

 

Choose your dates

San Mateo Hotel Deals

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 $150 per night from May 26 to May 27
$150
includes taxes & fees
$128 per night
May 26 - May 27
8.8/10 Excellent! (3,908 reviews)
"Location was easy to access. Room was clean although small. Only issue was noise from the elevator which was convenient.[right next to the room] Good breakfast[paid] Limited food options in immediate area. Would stay again"

Reviewed on Apr 30, 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 $195 per night from May 4 to May 5
$195
includes taxes & fees
$166 per night
May 4 - May 5
8.8/10 Excellent! (6,400 reviews)
"We stay for 1 night and we did like the hotel"

Reviewed on Apr 29, 2025

Hotel Riu Plaza Fisherman's Wharf
Beacon Grand, A Union Square Hotel
Beacon Grand, A Union Square Hotel
4 out of 5
450 Powell Street, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is $231 per night from May 30 to May 31
$231
includes taxes & fees
$197 per night
May 30 - May 31
9/10 Wonderful! (1,427 reviews)
"Recently transformed to renewed glory, the staff were as charming as the decor. A great landing for business or pleasure."

Reviewed on Apr 29, 2025

Beacon Grand, A Union Square Hotel
See all 5,057 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a San Mateo vacation package cost?
You’ll find cheap prices from $372 on Expedia for your San Mateo escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to San Mateo costs.
What are the cheapest months to go to San Mateo?
You can generally find lower prices and better availability in September, October and December. Browse our cheap San Mateo vacation packages and you could land some great off-season deals.
How many days is enough for San Mateo?
Allow around 3 days for your San Mateo vacation to really enjoy all that makes this place special. Explore key areas, including Shoreview and East San Mateo. Then check out top attractions such as Lakeshore Park Beach and Poplar Creek Golf Course. With a clever itinerary, you can keep busy with room for some relaxation too. Want to travel outside of San Mateo? Consider squeezing in a day trip or two.
Is it worth booking a vacation package to San Mateo?
Whether you’re planning to discover attractions like Coyote Point Park and Hillsdale Shopping Center, or eager to experience its terrific history and culture, a San Mateo vacation will leave you with lasting memories. Book your getaway with Expedia and discover why San Mateo is such a good vacation 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,” “Traveler 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 vacation as a package?
You can enjoy significant savings on your next San Mateo escape by booking a tailored vacation package. Click on the “Package” heading, then select your travel dates and destination to see some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation 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. Choose when to travel: Check your calendar and get packing. Your favorite season and the activities available will also help you decide when to vacation in San Mateo.
  2. Plan your budget wisely: In addition to the cost of your stay, you should consider other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected expenses that could arise during your trip to San Mateo.
  3. Discover San Mateo using our trip planning tool: Gain insights into the most popular attractions and best properties for your trip to San Mateo. You can also save your favorite places, collaborate with your group and organize all your plans in one place.
  4. Decide your trip length: Consider how long you want to spend exploring San Mateo. Plan your itinerary so you can get to all the attractions and experiences you’re interested in without rushing.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that’s left now is to find a San Mateo vacation package that brings all your bookings together.
  6. Book any activities or excursions: Now to the fun part — locking in everything you want to do and see. Check out some of the best things to do in San Mateo and book your tickets early to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later San Mateo vacation packages?
Secure your dream escape to San Mateo with help from Expedia’s Book Now, Pay Later vacations. There’s no need to save up or wait for your next paycheck — we’ve teamed up with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you spread the cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stick to your budget and snag great deals while they last.

Discover the most popular places to visit in San Mateo

Oracle Park featuring a bay or harbor and street scenes as well as a small group of people

Oracle Park

4.5/5(1,454 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
Pier 39 which includes a city, signage and street scenes

Pier 39

4.5/5(6,817 reviews)

This waterfront attraction offers thrilling rides, innovative street performers and colorful souvenir shops, but it’s the sea lions that win the day.

Pier 39
Golden Gate Bridge illuminated at night with city lights in the background in California, USA

Golden Gate Bridge

4.5/5(7,244 reviews)

Cars trundle across it and ships sail under it, but the best way to experience this iconic bridge is on foot.

Golden Gate Bridge

What to do in San Mateo

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

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

$28
per adult
100% of travellers recommend
San Francisco: Flyer Theater, 7D Ride & Laser Maze Combo
San Francisco GoCar Tour

GoCar San Francisco Tour

$99
per traveler
96% of travellers recommend
GoCar San Francisco Tour
Serene view of the View of the trees at Muir Woods National Monument in San Francisco

Muir Woods and Sausalito Tour (Ferry & Bike Options Available)

$99
per adult
88% of travellers recommend
Muir Woods and Sausalito Tour (Ferry & Bike Options Available)
See all activities in San Mateo

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.