San Mateo Vacations from $287

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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.
Crowne Plaza San Francisco Airport by IHG
Aqua Breeze Inn
Bay Landing San Francisco Airport Hotel
The Grove Inn
The Andrews Hotel
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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

Discover the most popular places to visit in San Mateo

What to do in San Mateo

San Mateo Hotel Deals

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 refundableReserve now, pay when you stay
$70 nightly
The price is $81 total per night from Sep 1 to Sep 2
$81 total
Sep 1 - Sep 2
Total includes taxes and fees
7.8/10 Good! (1,006 reviews)
"Nicely appointed room, good bath products (Dove), comfortable bed!"

Reviewed on Aug 15, 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
$167 nightly
The price is $196 total per night from Aug 24 to Aug 25
$196 total
Aug 24 - Aug 25
Total includes taxes and fees
8.8/10 Excellent! (6,695 reviews)
"Amazing customer service"

Reviewed on Aug 19, 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
$219 nightly
The price is $258 total per night from Aug 28 to Aug 29
$258 total
Aug 28 - Aug 29
Total includes taxes and fees
9.2/10 Wonderful! (1,807 reviews)
"Its nice and cozy. But i need to say this: water pressure was so bad. No sleepers"

Reviewed on Aug 18, 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.

San Mateo Beach Vacation

Forget about life's daily stresses and let your mind, body and soul unwind on your San Mateo vacation. There's nothing more invigorating than the smell of salty sea air and the soothing melody of waves crashing onto the shore. Plan your trip to San Mateo the easy way by choosing one of our San Mateo packages. Many tourists opt to stay near Lakeshore Park Beach, a local highlight only 2 miles from the downtown area.

Things You Should Know About San Mateo

  • If you think the perfect vacation is fresh ocean breezes and sparking water views, check out our San Mateo beach hotels. You're sure to forget your day-to-day worries at these blissful beachy retreats.
  • No matter your style or budget, you'll find a great place to stay for your vacation in San Mateo. Why not browse some apartments, like Hampton Inn & Suites San Mateo-San Francisco Airport and Hilton Garden Inn San Mateo? They're popular with visitors of all types.
  • Roughly 103,500 people reside in San Mateo. If you want a few tips about what to see and do, why not strike up a conversation with some of the locals? Our San Mateo things to do page is also a handy source of information.
  • Don't return home without exploring Coyote Point Park, Coyote Point Park and Coyote Point Park. With the money you save through our San Mateo vacation deals, you can see more great attractions like these.

Things to do in and around San Mateo

San Mateo, California is perfect for family vacations, outdoor adventures, and business trips. Visitors can explore the area's educational attractions, enjoy beach vacations, and indulge in romantic getaways. The city features a variety of shopping malls and centers, making it a great destination for retail therapy. Whether you're seeking travel guides or outdoor activities, San Mateo has something for everyone to enjoy.

Shopping

Experience the vibrant Hillsdale Shopping Center in San Mateo, offering a mix of shopping and entertainment for the whole family. If you're up for a drive, check out Nak's Oriental Market and the Downtown Palo Alto Farmers' Market, both providing unique local flavors and gifts.

Recreation

Oracle Park offers a thrilling sports atmosphere, perfect for enjoying a game while soaking up the vibrant energy of the crowd. For a relaxing day outdoors, visit Crystal Springs Golf Course, where you can enjoy stunning landscapes and a challenging round of golf. Parkside Aquatic Park is ideal for family fun, featuring pools and recreational activities to keep everyone entertained.

Adventure

Explore the Sawyer Camp Trail for a scenic hiking experience surrounded by nature's beauty. Visit the William E. Walker Recreation Center, located 3 miles from San Mateo, for various outdoor activities. For a thrilling adventure, K1 Speed San Francisco, 7 miles away, offers exciting go-kart racing.

Nightlife

For an exciting nightlife experience near San Mateo, visit Oakland Tribune Tower, a vibrant drinking pub located 17 miles away. Enjoy its lively atmosphere filled with entertainment and romantic vibes, perfect for a night out with friends or a special date.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around San Mateo

San Mateo, California, is perfect for family and outdoor vacations, featuring attractions like beautiful beaches, vibrant urban parks, and historic colleges. Whether you're seeking cultural experiences or family-friendly activities, San Mateo offers something for everyone. Explore local attractions and make the most of your visit by discovering the charm of San Mateo and nearby San Francisco for an unforgettable experience.

  • San Francisco Bay: Experience the vibrant atmosphere of San Francisco Bay, located 7 miles from San Mateo. This bustling area offers stunning waterfront views, a variety of recreational activities, and iconic landmarks. Whether you enjoy walking along the shore or exploring local eateries, the bay’s lively energy will leave you captivated.
  • Stanford University: Immerse yourself in the rich history and culture of Stanford University, situated 13 miles away. With its beautiful campus, impressive architecture, and renowned museums, visitors can enjoy guided tours and outdoor art installations that highlight the university’s academic heritage.
  • San Mateo County Event Center: Located within San Mateo, the San Mateo County Event Center is a hub for business and entertainment. This venue hosts various events, from trade shows to concerts, making it a perfect spot to experience local culture and community activities.

Best time to go to San Mateo

The best time to visit San Mateo can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in San Mateo falls in September, when visitor numbers are slightly high and weather is sunny with no rain. The coolest average temperature in San Mateo falls in January and December. December has slightly low visitor numbers and mostly sunny weather.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January52.3°F (11.3°C)Light RainMostly SunnyAverageAverage
February52.9°F (11.6°C)Light RainMostly SunnyAverageSlightly Low
March54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
April55.9°F (13.3°C)No RainMostly SunnySlightly HighAverage
May58.1°F (14.5°C)No RainSunnyAverageAverage
June62.2°F (16.8°C)No RainSunnyAverageAverage
July64.0°F (17.8°C)No RainSunnySlightly HighAverage
August65.1°F (18.4°C)No RainSunnyAverageSlightly High
September65.3°F (18.5°C)No RainSunnySlightly HighSlightly High
October62.6°F (17.0°C)No RainSunnySlightly LowSlightly High
November56.7°F (13.7°C)Light RainSunnySlightly LowSlightly Low
December52.3°F (11.3°C)Light RainMostly SunnySlightly LowSlightly Low

Tips to save on your trip to San Mateo

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to San Mateo during the low season (February and November to December) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

More vacations you might like

Frequently asked questions

How much does a San Mateo vacation package cost?
You'll find cheap prices from $287 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.