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.
SureStay by Best Western San Francisco Marina District

SureStay by Best Western San Francisco Marina District

2.5 out of 5
Marina District
Save 100% on your flight
per person
Apr. 17 - Apr. 23
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San Francisco (SFO)
8/10 Very Good! (245 reviews)
Property is quite old but I think few renovations were made. Noisy since it’s next to the street and you can hear people dragging their luggage’s, talking and etc. very limited parking. Good part about it is the location its close to restaurants, shops and transportation.

Reviewed on Feb. 23, 2025

Sunset in San Francisco Suites

Sunset in San Francisco Suites

2 out of 5
Save 100% on your flight
per person
Mar. 28 - Apr. 2
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Jose (SJC)
No reviews
Cathedral Hill Hotel

Cathedral Hill Hotel

2 out of 5
Downtown San Francisco
Save 100% on your flight
per person
Apr. 29 - May 3
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
7.2/10 Good! (551 reviews)
This intersection is a bit icky and the exterior of the hotel is covered with graffiti, but the room, while spartan, was clean and comfortable.

Reviewed on Feb. 23, 2025

Silverado Resort

Silverado Resort

4 out of 5
Save 100% on your flight
per person
May 3 - May 10
found 17 hours ago
Roundtrip flight included
Calgary (YYC) to Oakland (OAK)
8.6/10 Excellent! (1,003 reviews)
Silverado Resort is beautiful. The staff is very friendly, and the suites are spacious with beautiful views. However, I recommend requesting a second-floor room, as I could hear the guests above me walking around both day and night.

Reviewed on Feb. 21, 2025

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
per person
May 16 - May 19
found 4 hours ago
Roundtrip flight included
Vancouver (YVR) to San Francisco (SFO)
9.2/10 Wonderful! (362 reviews)
My favorite place to stay in SF

Reviewed on Feb. 23, 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

2 out of top 10 points of interest in this area

While visiting Central San Mateo, you might make a stop by sights like Central Park and The San Mateo Japanese Garden.

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.

Ready to book your vacation to San Mateo?

 

Choose your dates

San Mateo Hotel Deals

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
The price is CA $161 per night from Feb. 24 to Feb. 25
CA $161
CA $248 total
includes taxes & fees
Feb 24 - Feb 25
8.8/10 Excellent! (6,229 reviews)
"Very nice staff and great customer service."

Reviewed on Feb. 22, 2025

Hotel Riu Plaza Fisherman's Wharf
Holiday Inn Golden Gateway, an IHG Hotel
Holiday Inn Golden Gateway, an IHG Hotel
3.5 out of 5
1500 Van Ness Ave, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Feb. 24 to Feb. 25
CA $175
CA $206 total
includes taxes & fees
Feb 24 - Feb 25
8.8/10 Excellent! (3,597 reviews)
"I enjoyed the view from our room"

Reviewed on Feb. 22, 2025

Holiday Inn Golden Gateway, an IHG Hotel
Hilton San Francisco Financial District
Hilton San Francisco Financial District
4 out of 5
750 Kearny St, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Feb. 28 to Mar. 1
CA $169
CA $199 total
includes taxes & fees
Feb 28 - Mar 1
8.4/10 Very Good! (990 reviews)
SF Chinatown Stay
"Centrally located to China town and plenty restaurants. My room was clean, pleasant, and comfortable."

Reviewed on Feb. 18, 2025

Hilton San Francisco Financial District
See all 5,141 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a San Mateo vacation package cost?
You’ll find cheap prices from CA $620 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

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
Golden Gate Park featuring flowers and a garden

Golden Gate Park

4.5/5(520 reviews)

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

Golden Gate 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
California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

CA $59
per adult
84% of travellers recommend
California Academy of Sciences Daytime Admission
San Francisco GoCar Tour

GoCar San Francisco Tour

CA $137
per traveller
96% of travellers recommend
GoCar San Francisco Tour
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.