San Mateo Vacations from $301

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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.
Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

3 out of 5
Save 100% on your flight
per person
Aug 30 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to San Francisco (SFO)
9/10 Wonderful! (4,329 reviews)
Nice view of the Bay. Marriot 500mtrs away was a good bar with food. Clean and tidy. Concierge staff were helpful. Overall good for the price for our 1 night.

Reviewed on Jul 8, 2025

Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
per person
Sep 11 - Sep 15
found 13 hours ago
Roundtrip flight included
Denver (DEN) to San Jose (SJC)
8/10 Very Good! (1,008 reviews)
The inside of the room was extremely basic, however clean. It definitely needed some modern touches. There were no elevators and dark stairwells. It would not be a place a lady would feel safe alone. The bed constantly squeaked anytime you moved. It was convenient to walk to the boardwalk. The front office staff were very nice. A paint job would help make the experience nicer. Even though we stayed the night we highly considered finding an alternative.

Reviewed on Jul 9, 2025

River Terrace Inn - A Noble House Hotel

River Terrace Inn - A Noble House Hotel

4 out of 5
Downtown Napa
Save 100% on your flight
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
9/10 Wonderful! (1,003 reviews)
We enjoyed this property for the most part. I expected the restaurant in the hotel to feel more like a traditional restaurant, but it often felt empty, like no one was really there eating or serving. They also stop serving food at 10am, don’t start again until 4pm, and close at 10pm. It’s not a big deal since there’s a great spot to eat just 5 minutes away and plenty of options within a short drive. My only other complaint is that our room wasn’t cleaned some days, or if it was, it happened very late, one of my pet peeves. That said, the room itself was nice, and sitting by the river was absolutely wonderful.

Reviewed on Jul 8, 2025

AC Hotel by Marriott Sunnyvale Cupertino

AC Hotel by Marriott Sunnyvale Cupertino

4 out of 5
Save 100% on your flight
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Francisco (SFO)
9/10 Wonderful! (790 reviews)
There was too much noise - I felt the footsteps in theroom above me and couldn’t sleep until it stopped

Reviewed on Jun 15, 2025

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Save 100% on your flight
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
8.6/10 Excellent! (1,259 reviews)
A Great Resort for our a weekend getaway with friends. Allowed us to have a convenient stay in the Duplex Mobile Home only wish they had stricter rules on late night noise as the neighbor was bla bla bla on the shared deck

Reviewed on Jul 5, 2025

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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
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Central San Mateo

2 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

Discover the most popular places to visit in San Mateo

Golden Gate Park featuring a garden and flowers

Golden Gate Park

4.5/5(5,122 reviews)

This beloved park offers relaxation among trees, flowers and wildlife, right in San Francisco’s backyard.

Golden Gate 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: Skip-the-Line 1-Hour Bay Cruise by Boat

San Francisco: Skip-the-Line 1-Hour Bay Cruise by Boat

$38
per adult
94% of travellers recommend
San Francisco: Skip-the-Line 1-Hour Bay Cruise by Boat
Alcatraz San Francisco Bay Cruise with Night Option

Alcatraz San Francisco Bay Cruise with Night Option

$139
per adult
92% of travellers recommend
Alcatraz San Francisco Bay Cruise with Night Option
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
See all activities 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
$76 nightly
The price is $88 total per night from Jul 13 to Jul 14
$88 total
Jul 13 - Jul 14
Total includes taxes and fees
7.8/10 Good! (1,008 reviews)
"Was supposed to serve breakfast at 6 am staff was late so we had to go elsewhere and spend $ 60 we shouldn’t have"

Reviewed on Jul 5, 2025

Holiday Inn Hotel & Suites San Mateo-San Francisco SFO by IHG
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 refundable
$132 nightly
The price is $155 total per night from Jul 13 to Jul 14
$155 total
Jul 13 - Jul 14
Total includes taxes and fees
8.8/10 Excellent! (4,232 reviews)
"Pleasant Surprise 🙏❤️"

Reviewed on Jul 8, 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
$157 nightly
The price is $185 total per night from Jul 28 to Jul 29
$185 total
Jul 28 - Jul 29
Total includes taxes and fees
8.8/10 Excellent! (6,541 reviews)
"Had one of the best hotel staycations ever! The breakfast buffet was super hearty and delicious. Stayed with friends over the weekend, but I’m already planning to come back with family next time. The location’s great too—just a short walk to all the tourist spots, so totally worth the price."

Reviewed on Jul 8, 2025

Hotel Riu Plaza Fisherman's Wharf
See all 5,087 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.

Find the Best San Mateo Vacation Packages

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.

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

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Frequently asked questions

How much does a San Mateo vacation package cost?
You'll find cheap prices from $301 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.