How much does a San Mateo vacation package cost?

You can pick up a vacation package to this popular destination from CA $1,492 on Expedia. However, how much your vacation to San Mateo costs will depend on your hotel choice, length of stay and season.

What are the cheapest months to go to San Mateo?

If you'd like to book a cheap San Mateo vacation package, consider visiting in December, January and February. You'll generally find lower rates on hotels and flights during these quieter months — perfect for travellers wishing to save money.

How many days is enough for San Mateo?

Dedicate at least 3 days for your San Mateo vacation if you want to enjoy all that makes this place special. Explore popular neighbourhoods, including East San Mateo and Shoreview. Then head to the major sights like Crystal Springs Golf Course and Hiller Aviation Museum . With a clever itinerary, you can keep busy with room for some relaxation too. Want to travel beyond San Mateo? Consider squeezing in an excursion or two.

Is it worth booking a vacation package to San Mateo?

During your San Mateo vacation, you can look forward to experiencing some top-notch history and culture. Leave enough room in your schedule to visit major sights like Coyote Point Park and Hillsdale Shopping Centre .

How to find the best San Mateo package deals?

Bagging a cheap San Mateo package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly San Mateo package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.

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

An Expedia vacation package could land you great savings when compared to arranging hotels and flights individually. Better still, you can tailor your San Mateo trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.

When to book a vacation package to San Mateo?

If you're planning a spontaneous San Mateo adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking ahead.

How to plan a trip to San Mateo?

Pick your dates: The things you plan to do in San Mateo and your preferred season will help you decide when to get away. Set a budget: Factor in expenses like flights, food and transportation when working out how much to put aside for your trip to San Mateo. Then, pick a hotel that matches your budget, whether that's an affordable option or a more luxurious retreat. Decide your trip length: Think about how long you want to spend exploring San Mateo. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a San Mateo vacation package that brings all your bookings together.

San Mateo Vacation Packages & Trips 2026 from CA $1,492

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!

Top San Mateo Vacation Deals

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

The Grove Inn

Western Addition

CA $1,492

per person

Aug 29 - Sep 4

found 14 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to San Francisco (SFO)

9.2/10 Wonderful! (719 reviews)

The room is basic but clean and a good size for SF. The staff was very nice and welcoming.

Reviewed on Jul 14, 2026

The Huntington Hotel

Downtown San Francisco

CA $2,254

per person

Aug 15 - Aug 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to San Francisco (SFO)

9.2/10 Wonderful! (22 reviews)

Love this hotel..... newly renovated, great location, beautiful rooms, staff is exceptional. Love the bar and restaurant....a little tight and the martinis could be bigger but a class act! Highly recommend!

Reviewed on Jun 30, 2026

Hotel Riu Plaza Fisherman's Wharf

Fisherman's Wharf

CA $1,601

per person

Oct 3 - Oct 10

found 1 day ago

Roundtrip flight included

Toronto (YTO) to San Francisco (SFO)

9/10 Wonderful! (7,526 reviews)

Nice location. Easy parking

Reviewed on Jul 15, 2026

Fairmont Heritage Place, Ghirardelli Square

Fisherman's Wharf

CA $3,363

per person

Aug 15 - Aug 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to San Francisco (SFO)

9.4/10 Exceptional! (406 reviews)

Parking garage is small overhead. Our truck did not fit and we were rold ee needed to come move it. Staff didnt have any good recommendatiins. The paid lot they tell you to go to is not secure and has a recird of break ins. Had to find our own place. Ended up paying to park at a hotel a half mile down street. This needs to be fixed. Probobly wont come again until so.

Reviewed on Jul 14, 2026

Beacon Grand, A Union Square Hotel

Union Square

CA $1,584

per person

Aug 29 - Sep 4

found 14 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to San Francisco (SFO)

9/10 Wonderful! (2,119 reviews)

Beautiful grand hotel.

Reviewed on Jul 14, 2026

Things to do in and around San Mateo

San Mateo, California, is an ideal destination for outdoor enthusiasts, families, and business travellers alike. Visitors can enjoy a relaxing getaway with leisurely walks, exciting shopping experiences, and educational activities. Families will find plenty of fun spots, while nature lovers can indulge in whale watching. With its vibrant shopping centre and diverse attractions, San Mateo promises a memorable vacation for all.

Shopping

Experience shopping at Millbrae Square Shopping Center, only 8.0km from San Mateo, with a vibrant mix of entertainment and local businesses. Woodside Central Shopping Center, located 12.9km away, offers a similar atmosphere. If you're up for a drive, Southland Mall is 22.5km away and features diverse shopping options.

Recreation

Experience the vibrant atmosphere at Oracle Park, catch a game, and enjoy the lively sports scene. For outdoor enthusiasts, Crystal Springs Golf Course offers a beautiful setting for a round of golf amidst nature. If you’re in the mood for entertainment, the Bill Graham Civic Auditorium hosts fantastic live performances.

Adventure

Explore the picturesque Sawyer Camp Trail for a scenic hike immersed in nature. For some action, head to William E. Walker Recreation Center, located 4.8km from San Mateo, or enjoy the exhilarating go-karting experience at K1 Speed San Francisco, situated 11.3km away, perfect for thrill-seekers.

Nightlife

For a vibrant nightlife experience near San Mateo, visit the Oakland Tribune Tower, a lively drinking pub located 27.4km away. Enjoy its romantic atmosphere while indulging in entertainment, making it a perfect spot for a fun evening out in the Bay Area.

*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, offers a delightful blend of outdoor activities, family-friendly attractions, and business opportunities. Visitors can explore beautiful beaches, urban parks, and historic colleges, making it an ideal destination for those seeking culture and adventure. Whether you're interested in soaking up the sun or enjoying local attractions, San Mateo has something for everyone to enjoy on their vacation.

Coyote Point Park: Nestled within San Mateo, Coyote Point Park offers a serene escape with its lush greenery and outdoor activities. Families can enjoy picnicking, hiking, and beach access while soaking in stunning views of the San Francisco Bay, making it perfect for a day of relaxation and adventure.
Filoli: Located 9.7km from San Mateo, Filoli is a historic estate renowned for its breathtaking gardens and elegant mansion. This cultural gem invites visitors to explore its rich history, stunning floral displays, and tranquil walking paths, providing a glimpse into the beauty of early 20th-century life.
San Francisco State University: Situated 22.5km away, San Francisco State University is a vibrant hub of education and culture. Visitors can explore its dynamic campus, attend events, and appreciate the art and architecture that reflect the university's rich heritage and commitment to learning.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	52.3°F (11.3°C)	Light Rain	Mostly Sunny	Average	Average
February	52.9°F (11.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	54.0°F (12.2°C)	Light Rain	Mostly Sunny	Average	Average
April	55.9°F (13.3°C)	No Rain	Mostly Sunny	Slightly High	Average
May	58.1°F (14.5°C)	No Rain	Sunny	Average	Average
June	62.2°F (16.8°C)	No Rain	Sunny	Average	Average
July	64.0°F (17.8°C)	No Rain	Sunny	Slightly High	Average
August	65.1°F (18.4°C)	No Rain	Sunny	Average	Slightly High
September	65.3°F (18.5°C)	No Rain	Sunny	Slightly High	Slightly High
October	62.6°F (17.0°C)	No Rain	Sunny	Slightly Low	Slightly High
November	56.7°F (13.7°C)	Light Rain	Sunny	Slightly Low	Slightly Low
December	52.3°F (11.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

Tips to save on your trip to San Mateo

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to San Mateo.
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.

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 3 kilometres 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.

Ready to book your vacation to San Mateo?

Choose your dates

San Mateo Hotel Deals

Hotel Riu Plaza Fisherman's Wharf

2500 Mason St San Francisco CA

Fully refundableReserve now, pay when you stay

CA $186

CA $276 total

Jul 20 - Jul 21

includes taxes & fees

9/10 Wonderful! (7,596 reviews)

"Nice location. Easy parking"

Reviewed on Jul 15, 2026

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA

Fully refundableReserve now, pay when you stay

CA $218

CA $256 total

Jul 19 - Jul 20

includes taxes & fees

9/10 Wonderful! (5,983 reviews)

"We enjoyed this hotel very much. The room was clean, the staff was very accommodating and there was a good choice of breakfast items, food and beverages. For a simple, uncomplicated short stay, we recommend this hotel wholeheartedly."

Reviewed on Jul 15, 2026

Hyatt Regency San Francisco

5 Embarcadero Center San Francisco CA

CA $280

CA $394 total

Jul 17 - Jul 18

includes taxes & fees

9.2/10 Wonderful! (2,379 reviews)

"Check in was weird since you need to go up 2 floors. For valet parking its $95 a day... which seems insane. So we parked a block over at a parking garage for $45 overnight. The hotel it self is nice and clean. But we made the mistake of getting a drink at the bar in the lobby. 2 drinks costs $50 ..."

Reviewed on Jul 14, 2026

See all 4,449 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.