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
per person
Feb. 12 - Feb. 15
found 16 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
7.8/10 Good! (201 reviews)
It was all okay however the noise from the outside of the room was a little loud.

Reviewed on Dec. 15, 2024

Hotel Stratford San Francisco - Handwritten Collection

Hotel Stratford San Francisco - Handwritten Collection

2 out of 5
Union Square
Save 100% on your flight
per person
Feb. 8 - Feb. 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
8.4/10 Very Good! (1,034 reviews)
Very reasonably priced. No frills but great valure for the money

Reviewed on Dec. 17, 2024

Hotel Zephyr San Francisco

Hotel Zephyr San Francisco

4 out of 5
Fisherman's Wharf
Save 100% on your flight
per person
Feb. 8 - Feb. 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
8.6/10 Excellent! (1,812 reviews)
The property itself was nice and convenient to the Peirs. Wish we would have gotten a discount for have to leave hotel at 3:30 in the morning due to fire alarm going off. And then next night it also went off, but only rang once then quit. Besides that I would recommend.

Reviewed on Dec. 17, 2024

The Grove Inn

The Grove Inn

3 out of 5
Western Addition
Save 100% on your flight
per person
Feb. 8 - Feb. 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9/10 Wonderful! (596 reviews)
Will absolutely be visiting again soon!

Reviewed on Dec. 6, 2024

Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Save 100% on your flight
per person
Jan. 29 - Feb. 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Jose (SJC)
7.8/10 Good! (1,005 reviews)
Location was great near all the fun

Reviewed on Dec. 15, 2024

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 Central Park.

Find hotel + flight trips 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

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 $142 per night from Jan. 5 to Jan. 6
CA $142
CA $167 total
includes taxes & fees
Jan 5 - Jan 6, 2025
8.8/10 Excellent! (3,370 reviews)
"Very clean and quiet"

Reviewed on Dec. 21, 2024

Holiday Inn Golden Gateway, an IHG Hotel
Kimpton Alton Fisherman's Wharf, an IHG Hotel
Kimpton Alton Fisherman's Wharf, an IHG Hotel
4.5 out of 5
2700 JONES STREET, San Francisco, CA
Fully refundable
The price is CA $182 per night from Jan. 5 to Jan. 6
CA $182
CA $274 total
includes taxes & fees
Jan 5 - Jan 6, 2025
9/10 Wonderful! (1,252 reviews)
"They were extremely friendly and helpful. The location is great. The property is clean, hip, and comfortable."

Reviewed on Dec. 21, 2024

Kimpton Alton Fisherman's Wharf, 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 $157 per night from Jan. 5 to Jan. 6
CA $157
CA $185 total
includes taxes & fees
Jan 5 - Jan 6, 2025
8.6/10 Excellent! (786 reviews)
"Clean and easy check-in and check-out. Would be nice if they had an area for guests to get drinking water."

Reviewed on Dec. 18, 2024

Hilton San Francisco Financial District
See all 5,084 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 $809 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.
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
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
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

Alcatraz Inside and Golden Gate Bridge Bay Boat Cruise

Alcatraz Inside and Golden Gate Bridge Bay Boat Cruise

CA $178
per adult
88% of travellers recommend
Alcatraz Inside and Golden Gate Bridge Bay Boat Cruise
San Francisco: Flyer Theater, 7D Ride & Laser Maze Combo

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

CA $40
per adult
San Francisco: Flyer Theatre, 7D Ride & Laser Maze Combo
Go City: San Francisco All-Inclusive Pass with 25+ Attractions

Go City: San Francisco All-Inclusive Pass with 30+ Attractions

CA $127
per adult
86% of travellers recommend
Go City: San Francisco All-Inclusive Pass with 30+ Attractions
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.