A coastal landscape with a sandy beach, rocky cliffs, and the ocean.

San Mateo Vacations from $155

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.
  • Dec 28 - Dec 30

    Aqua Breeze Inn + Flight

    Westside Santa Cruz
    2 nights
    2.5 star property
    8.2/10 - Very good (1,000 reviews)
    Roundtrip • Los Angeles (LAX) - San Jose (SJC)
    LAX - SJC • Nonstop SJC - LAX • Nonstop
    Save 100% on your flight
    $259
    $155
    per traveler
    found 23 hours ago
    Aqua Breeze Inn
  • Jan 16 - Jan 22

    @ Marbella Lane - Modern Refreshing Home + Flight

    North Central
    6 nights
    3.0 star property
    Roundtrip • San Diego (SAN) - San Francisco (SFO)
    SAN - SFO • Nonstop SFO - SAN • Nonstop
    $2,486
    $1,535
    per traveler
    found 18 hours ago
    @ Marbella Lane - Modern Refreshing Home
  • Jan 12 - Jan 15

    Hotel Riu Plaza Fisherman's Wharf + Flight

    Fisherman's Wharf
    3 nights
    4.0 star property
    9.0/10 - Wonderful (7,726 reviews)
    "Outdated"
    Reviewed November 5, 2026
    Roundtrip • Dallas (DFW) - San Francisco (SFO)
    DFW - SFO • Nonstop SFO - DFW • 1 stop
    Save 100% on your flight
    $1,815
    $1,150
    per traveler
    found 17 hours ago
    Hotel Riu Plaza Fisherman's Wharf
  • Dec 28 - Jan 2

    The Huntington Hotel + Flight

    Downtown San Francisco
    5 nights
    5.0 star property
    9.6/10 - Exceptional (46 reviews)
    Roundtrip • Seattle (SEA) - San Francisco (SFO)
    SEA - SFO • Nonstop SFO - SEA • Nonstop
    $2,875
    $1,838
    per traveler
    found 15 hours ago
    The Huntington Hotel
  • Jan 9 - Jan 13

    Marbella Lane - 3BR Designer Near Valley Fair + Flight

    San Jose
    4 nights
    3.0 star property
    Roundtrip • Dallas (DFW) - San Jose (SJC)
    DFW - SJC • Nonstop SJC - DAL • 1 stop
    Save 100% on your flight
    $1,629
    $1,059
    per traveler
    found 1 day ago
    Marbella Lane - 3BR Designer Near Valley Fair

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
Learn more about San Mateo

Downtown San Mateo

Downtown San Mateo blends business energy with Japanese cultural influences. The commercial heart of the city buzzes with office buildings and banks by day. Along B Street and 3rd Avenue, diverse restaurants and entertainment venues create a lively atmosphere for visitors and locals alike. Explore the tranquil Japanese Garden with its koi ponds and traditional landscaping. Catch a film at Cinemark Century San Mateo 12 after shopping at unique boutiques. The neighborhood's walkable streets make it easy to discover authentic Japanese eateries and modern cafes.

North Central

North Central offers a peaceful retreat in San Mateo with tree-lined streets and charming homes. This residential haven provides authentic suburban living just minutes from major attractions. You'll find budget-friendly accommodations compared to nearby San Francisco. The convenient location gives easy access to the entire Bay Area. The neighborhood connects travelers to San Francisco and Silicon Valley via nearby Caltrain and highways. Take a short drive to enjoy Coyote Point Park or the Japanese Garden. While quiet at night, you'll appreciate the clean streets and welcoming community atmosphere.

Highlands-Baywood Park

Highlands-Baywood Park offers a peaceful retreat in San Mateo where tree-lined streets and well-kept homes create a quintessential American suburban scene. The neighborhood parks invite visitors to enjoy playgrounds, walking paths, and open green spaces away from city noise. Children's laughter and birdsong provide the soundtrack to this residential haven. The area's quiet charm makes it perfect for morning jogs or evening strolls under mature oak trees. While shopping and dining options are limited within the neighborhood, downtown San Mateo's attractions are just a short drive away. Crystal Springs Golf Course and Hillsdale Shopping Center sit nearby for added convenience.

Sugarloaf

This peaceful San Mateo neighborhood offers a serene retreat with tree-lined streets and mountain views. Sugarloaf's well-maintained homes create an authentic suburban California experience away from tourist crowds. Hiking trails on nearby Sugarloaf Mountain provide outdoor recreation for nature lovers. Families appreciate the quiet residential setting and easy access to Hillsdale Shopping Center just outside the neighborhood. While Sugarloaf itself has minimal dining or retail options, San Mateo's downtown is a short drive away. The lush landscaping and mountain vistas make this area perfect for travelers seeking a genuine suburban escape.

Hillsdale

Hillsdale blends suburban calm with convenient Bay Area connections. This family-friendly San Mateo neighborhood centers around its massive shopping mall and modern Caltrain station. Quiet residential streets with well-maintained homes provide a peaceful retreat from urban bustle. Outdoor enthusiasts can explore Bay Meadows Park and other local green spaces. The San Mateo County Event Center hosts festivals and live music throughout the year. With easy access to Highway 101, you're just a short ride from San Francisco and Silicon Valley attractions.

Discover the most popular places to visit in San Mateo

What to do in San Mateo

San Mateo Hotel Deals

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.

Find out more about San Mateo

Things to do in and around San Mateo

San Mateo offers a perfect blend of outdoor adventures and family-friendly activities, making it an ideal destination for various vacations. Visitors can explore the scenic beauty and engage in outdoor activities, enjoy shopping at popular malls, and discover educational attractions. Additionally, it’s a great spot for beach vacations and romantic getaways, providing diverse travel experiences for everyone.

Shopping

For a great shopping experience in San Mateo, visit the Hillsdale Shopping Center for its vibrant atmosphere. If you're up for a drive, Nak's Oriental Market is 11 miles away, while the Millbrae Square Shopping Center, just 5 miles from San Mateo, offers a mix of family-friendly shops and entertainment.

Recreation

At Oracle Park, catch an exhilarating game while soaking in the vibrant sports atmosphere. Play a round at Crystal Springs Golf Course, surrounded by nature, or enjoy family-friendly fun at Parkside Aquatic Park with its refreshing pools and recreational activities perfect for all ages.

Adventure

Explore the scenic Sawyer Camp Trail for a refreshing hike surrounded by nature. Experience thrilling karting at K1 Speed San Francisco, located 7 miles away, and unleash your competitive spirit. For water adventures, try surfing at the University of Surfing, 10 miles away, and ride the waves.

Nightlife

Experience San Mateo's nightlife at the Oakland Tribune Tower, a vibrant drinking pub located 17 miles away. Enjoy a romantic atmosphere with lively entertainment, craft cocktails, and a welcoming crowd. It’s the perfect spot to unwind and soak in the local vibe after a day of exploration.

Find the best attractions in and around San Mateo

San Mateo is ideal for outdoor, family, and business vacations, offering attractions like beautiful beaches, urban parks, and historic universities. Visitors can enjoy a variety of cultural experiences and family-friendly activities. Don't miss exploring nearby San Francisco and other local attractions to truly discover the charm of San Mateo.

  • San Francisco Bay: Located 7 miles from San Mateo, San Francisco Bay offers stunning waterfront views and vibrant city vibes. Enjoy activities like kayaking, sailing, or simply strolling along the shoreline while taking in the picturesque scenery.
  • Stanford University: Approximately 13 miles away, this historic university is a cultural gem. Explore the beautiful campus, visit the Cantor Arts Center, and admire the stunning architecture and gardens that reflect its rich history.
  • San Mateo County Event Center: Situated in San Mateo, this venue hosts various events and conferences, providing a dynamic atmosphere for business gatherings. Check the calendar for exciting public events and trade shows to experience local culture.

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.

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.

Frequently Asked Questions

What types of vacation packages are available in San Mateo?

San Mateo, an outdoor and nature destination known for its family-friendly attractions, offers several types of vacation packages:

  • Budget package: Many hotels fall into the midrange price tier, with options like The Catrina Hotel, rated 7.6 out of 10 by travelers, offering free WiFi and pet-friendly rooms, praised for its economical value.
  • Pet-Friendly package: For travelers with furry companions, options like Hampton Inn & Suites San Mateo-San Francisco Airport, rated 8.9 out of 10 by travelers, provide pet-friendly accommodations and free breakfast, with guests often highlighting the amazing rooms.
  • Breakfast-Included package: Hotels such as Hampton Inn & Suites San Mateo-San Francisco Airport, rated 8.9 out of 10 by travelers, offer a convenient start to your day with complimentary breakfast, which travelers frequently praise as a great perk.
  • Parking-Included package: Properties like Hampton Inn & Suites San Mateo-San Francisco Airport, rated 8.9 out of 10 by travelers, offer convenient parking, with travelers noting the great facilities.
  • Family-Friendly package: A San Mateo vacation package can be built around hotels like Hampton Inn & Suites San Mateo-San Francisco Airport, rated 8.9 out of 10 by travelers, which offers free breakfast and an excellent location, making it a comfortable base for family trips.

How can I save money on a San Mateo vacation package?

When you bundle, you can save up to 30%*. To save money on a San Mateo package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

How much does a San Mateo vacation package cost?

A San Mateo vacation package typically costs around $700 per adult for a weekend trip, which is the most common duration. Lower-priced options start around $450 per adult, while packages with more premium accommodations can reach up to $1,600.


*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

How do I find cheap San Mateo vacation package deals?

The cheapest San Mateo vacation package deals can be as low as around $390 per adult for weekend trips. Separately, April typically has the lowest average monthly prices, around $650 per adult, for a 3-day trip, while June follows closely at around $670 per adult, also for a 3-day trip. Bundling flights and hotel together also typically saves money — most San Mateo packages include some savings versus booking separately, typically around $25 per adult for weekend trips. Longer, two-week trips can save even more, often around $75 per adult. Browse cheap vacation packages in San Mateo on Expedia for current deals.


*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

What is the best time to go to San Mateo?

The best time to go for a San Mateo vacation package is July and September, when the weather is generally warm and dry. San Mateo has a Mediterranean climate, with September being one of the warmest months, seeing average maximum temperatures around 77°F and minimums around 50°F. While summer months can bring gusty afternoon winds and fog, these are typically followed by clear mornings.


For a more affordable San Mateo vacation, consider booking in April, June, or January, which tend to have lower package prices. January, the coolest month, has average maximum temperatures around 60°F and minimums around 40°F, offering mild conditions for exploring.

What's included in a San Mateo vacation package?

A San Mateo vacation package lets you combine round-trip flights, a hotel stay, and a rental car, offering convenience for exploring this outdoor and nature destination. Most hotels offer airport shuttle service to and from San Francisco International Airport (SFO), and most hotels also offer free breakfast, providing a good start to your day before heading out to explore.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

What's the best vacation package for San Mateo?

For families, a San Mateo vacation package with a stay at Hampton Inn & Suites San Mateo-San Francisco Airport is a strong choice. Rated 8.9 out of 10 by travelers, this hotel offers free breakfast and an excellent location, with guests often praising the nice staff.


Budget-conscious travelers can consider a package built around The Catrina Hotel, rated 7.6 out of 10 by travelers. Costing around $150 per night, it provides free WiFi and pet-friendly rooms, and travelers highlight its economical value and convenient overall experience.


For those prioritizing convenience and modern amenities, a package including Holiday Inn Hotel & Suites San Mateo-San Francisco SFO by IHG is ideal. This hotel, rated 8.5 out of 10 and costing around $210 per night, features new facilities and a restaurant, with guests frequently noting the good sleep quality in its rooms.


*Package availability and prices may change depending on dates and demand.

Is San Mateo a good choice for a family vacation package?

San Mateo is a strong choice for family vacation packages, with some bookings being family trips. Many hotels offer amenities like free breakfast and outdoor pools that cater to families.


For example, Hampton Inn & Suites San Mateo-San Francisco Airport, rated 8.9 out of 10, offers free breakfast, and travelers often praise the amazing rooms. Hilton Garden Inn San Mateo, rated 8.5 out of 10, features an outdoor pool and free breakfast, with guests frequently highlighting the great breakfast.


Families can enjoy outdoor spaces like Coyote Point Park, about 2 miles from central San Mateo, which has a small boat harbor and a natural history museum. Central Park also offers a Japanese Tea Garden and a miniature railway for children, making it a pleasant spot for a family outing during your San Mateo vacation package.

What is the best time to book a San Mateo vacation package?

Book your San Mateo vacation package around 3 weeks in advance. It gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 1 and 6 weeks out.


March and May are the most popular months for San Mateo packages, so booking earlier is advisable if you're traveling during either month.

What are the top things to do in San Mateo?

A San Mateo vacation offers a variety of outdoor activities and attractions to explore:


Browse and book things to do in San Mateo on Expedia.

How many days do you need for a San Mateo vacation?

Most San Mateo vacation packages are around 3 days, with many travelers opting for weekend trips. This duration is ideal for exploring local attractions like Coyote Point Park, about 2 miles from central San Mateo, or attending events at the San Mateo County Event Center, about 3 miles away.


While weekend trips are popular, nearly a third of travelers choose week-long trips, and some opt for around two weeks. A longer San Mateo vacation allows for more extensive exploration, including a visit to the historic Filoli estate, about 6 miles from central San Mateo, or day trips to nearby cities.

Is San Mateo a good destination for a weekend vacation?

San Mateo is a great choice for a weekend vacation package, with most travelers opting for shorter trips. A weekend stay allows you to comfortably explore key attractions like Coyote Point Park, about 2 miles from central San Mateo, which offers waterfront views and a natural history museum. You can also catch an event at the San Mateo County Event Center, about 3 miles from the city center.


While nearly a third of travelers choose week-long trips to San Mateo, a focused weekend visit still provides a fulfilling experience of the area's outdoor and family-friendly attractions.

Do you need to rent a car in San Mateo, or is public transport enough?

For a San Mateo vacation package, renting a car is often the most convenient way to explore the area, especially since San Mateo is an outdoor and nature destination outside a major city. The city is well-connected by major freeways, including U.S. Route 101, Interstate 280, and State Route 92, making it easy to reach attractions and nearby cities like San Francisco and San Jose.


Public transport options are available, with SamTrans providing local bus service throughout San Mateo County. Caltrain offers commuter rail service on the San Francisco Peninsula, with three stations within San Mateo, connecting to San Francisco and San Jose. AC Transit also provides transbay bus service via the San Mateo-Hayward Bridge. While public transit can get you around, a car offers greater flexibility for reaching various outdoor attractions and exploring at your own pace. San Francisco International Airport (SFO) is also easily accessible by car.

Are San Mateo vacation package hotels conveniently located?

San Mateo vacation package hotels offer convenient access to the city center and nearby attractions. Many properties are situated within a few miles of central San Mateo, making it easy to reach local sights.


For example, Best Western Inn & Suites San Mateo - San Francisco Airport and The Catrina Hotel are both about 1 mile from central San Mateo. Hilton Garden Inn San Mateo and Extended Stay America Suites San Francisco San Mateo SFO are about 2 miles away, while Hampton Inn & Suites San Mateo-San Francisco Airport is about 3 miles from the city center. This range of options allows you to choose a hotel that best suits your preferred proximity to downtown or the airport.

Can I change or cancel my San Mateo vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking San Mateo vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later San Mateo vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your San Mateo vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to San Mateo?

To find last-minute vacation packages to San Mateo, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on San Mateo vacation packages?

Free cancellation on a San Mateo vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a San Mateo vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your San Mateo getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my San Mateo vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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