San Mateo Vacation Packages

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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!

Top San Mateo Vacation Deals

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

Castle Inn

2 out of 5
Downtown San Francisco
per person
Apr. 9 - Apr. 16
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9.2/10 Wonderful! (1,005 reviews)
Except the old stairs & elevator, Castle Inn is out of my expectations, compared with other of my colleagues that paid a lot for 3-star above hotels in a dirty downtown district. Two Walgreens & one Trader’s Joe at walking distances. Plus, the room is equipped with a microwave, a refrigerator, and a coffee machine. Business trip friendly.

Reviewed on Jan. 16, 2025

Hotel Zephyr San Francisco

Hotel Zephyr San Francisco

4 out of 5
Fisherman's Wharf
Save 100% on your flight
per person
Apr. 9 - Apr. 16
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
8.6/10 Excellent! (1,850 reviews)
The property is very unique. I usually stay in four star hotels and this one did not disappoint me. Location was great. My only bad tick would be that the showers needed better cleaning at the base of the tiles. Quite black. Rooms were great and a good size. Wonderful common area with lots of different types of gaming tables and games. Fire pits with s’mores in another courtyard outside at night. S’mores provided by the hotel at check-in. They have water filling stations on each level and provided a bottle for each room occupant at check-in. No problem with the requested VIP upgrade.

Reviewed on Jan. 19, 2025

Beacon Grand, A Union Square Hotel

Beacon Grand, A Union Square Hotel

4 out of 5
Union Square
Save 100% on your flight
per person
Apr. 9 - Apr. 16
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9/10 Wonderful! (1,167 reviews)
Great service. Tight space in rooms.

Reviewed on Jan. 20, 2025

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Save 100% on your flight
per person
Apr. 9 - Apr. 16
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
8.8/10 Excellent! (6,194 reviews)
Nice property, convenient breakfast and location, just what I was looking for.

Reviewed on Jan. 21, 2025

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
per person
Mar. 24 - Mar. 28
found 20 hours ago
Roundtrip flight included
Vancouver (YVR) to San Francisco (SFO)
9.2/10 Wonderful! (359 reviews)
Great view of the bay.

Reviewed on Jan. 10, 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
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Central San Mateo

3 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 Central Park.

Find hotels in Central San Mateo

San Mateo Beach Vacation

Listen to the sound of waves crashing onto the shore and kick back by the shimmering waters on your San Mateo vacation. If you just need to get away, a trip to San Mateo is your ticket to rest and relaxation. We have a great range of San Mateo vacation deals to select from. Snap up one close to Lakeshore Park Beach, just 3 kilometres from the city center, and live out your vacation fantasies without blowing your budget.

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Frequently asked questions

How much does a San Mateo vacation package cost?
You’ll find cheap prices from CA $859 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’re likely to find lower prices and greater availability in December, January and February. Explore our cheap San Mateo vacation packages and you could get some great off-season deals.
How many days is enough for San Mateo?
We’d recommend booking a San Mateo vacation for at least 3 days. This gives you plenty of time to check off key attractions such as CuriOdyssey and Coyote Point Park, as well as check out neighborhoods like East San Mateo and Shoreview. You could even slot in a day trip (or two) from San Mateo.
Is it worth booking a vacation package to San Mateo?
Whether you’re planning to check out attractions like Coyote Point Park and Hillsdale Shopping Center, or eager to experience its top-notch history and culture, a San Mateo vacation guarantees an unforgettable adventure. Book your trip 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. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit San Mateo.
  2. Set your budget: Consider expenses like flights, meals and transportation when calculating how much to set aside for your trip to San Mateo. Then, select a hotel that suits your budget, whether that’s an affordable stay or a high-end getaway.
  3. Work out your trip length: Consider how much time you want to spend exploring San Mateo. Plan your itinerary so you can get to all the attractions and experiences you’re interested in at a leisurely pace.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that’s left is to pick a San Mateo vacation package that brings all your bookings together.

Discover the most popular places to visit in San Mateo

Golden Gate Bridge showing a suspension bridge or treetop walkway, a marina and a bay or harbour

Golden Gate Bridge

4.5/5(771 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
Pier 39 showing signage, street scenes and a city

Pier 39

4.5/5(778 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
Oracle Park

Oracle Park

4.5/5(84 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

What to do in San Mateo

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

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

CA $40
per adult
100% of travellers recommend
San Francisco: Flyer Theater, 7D Ride & Laser Maze Combo
Alcatraz Inside and Golden Gate Bridge Bay Boat Cruise

Alcatraz Inside and Golden Gate Bridge Bay Boat Cruise

CA $180
per adult
90% of travellers recommend
Alcatraz Inside and Golden Gate Bridge Bay Boat Cruise
California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

CA $60
per adult
84% of travellers recommend
California Academy of Sciences Daytime Admission
See all activities in San Mateo
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.