San Mateo Vacations from $673

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your San Mateo Vacation

Our vacation packages to San Mateo let you customize your own adventure. Tailor your journey to suit your needs and interests and make the most of your time in this interesting city. A trip to San Mateo is a terrific opportunity to sightsee. Be sure to stop by big-name attractions such as Ravine Gardens State Park, Dunns Creek State Park and Palatka Municipal Golf Course. Whoever you're escaping with and whatever you plan to spend, your dream San Mateo vacation is only clicks away with Expedia.

The Latest San Mateo vacation packages

Price found within the past 48 hours. Click for updated prices.
Historic Springfield Apartments by Landing

Historic Springfield Apartments by Landing

4 out of 5
Urban Core
Price was $907, price is now $673 per person
$673
per person
Mar 26 - Apr 2
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
Amelia by the Sea

Amelia by the Sea

4 out of 5
Save 100% on your flight
Price was $8,128, price is now $5,089 per person
$5,089
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
Amelia by the South

Amelia by the South

4 out of 5
Save 100% on your flight
Price was $5,468, price is now $3,841 per person
$3,841
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Save 100% on your flight
Price was $1,055, price is now $783 per person
$783
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (1,115 reviews)
The staff was extraordinary. Always cheerful and helpful. The accommodations were as advertised and supplied all we needed. The choice of restaurants was excellent and service there was excellent as well. Luis at Surfcaster was lots of fun and makes a great margarita!

Reviewed on Feb 8, 2026

Southbank Apartments by Landing

Southbank Apartments by Landing

4 out of 5
Downtown Jacksonville
Price was $904, price is now $674 per person
$674
per person
Mar 26 - Apr 2
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to San Mateo
View all trips

San Mateo Hotel Deals

Red Roof Inn PLUS+ Palm Coast

Red Roof Inn PLUS+ Palm Coast

2.5 out of 5
10 Kingswood Dr Palm Coast FL
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $92 total per night from Feb 10 to Feb 11
$92 total
Feb 10 - Feb 11
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
Clean and comfortable room with very friendly and accommodating front desk staff

Reviewed on Feb 1, 2026

Red Roof Inn PLUS+ Palm Coast
Old Town Inn - St Augustine South

Old Town Inn - St Augustine South

2625 State Rd 207 Elkton FL
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $72 total per night from Feb 11 to Feb 12
$72 total
Feb 11 - Feb 12
Total with taxes and fees
6.8/10 (142 reviews)
Nice staff

Reviewed on Jan 23, 2026

Old Town Inn - St Augustine South
Microtel Inn & Suites by Wyndham Palm Coast I-95

Microtel Inn & Suites by Wyndham Palm Coast I-95

2 out of 5
16 Kingswood Dr Palm Coast FL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Feb 10 to Feb 11
$90 total
Feb 10 - Feb 11
Total with taxes and fees
7/10 Good! (1,002 reviews)
The beds and linens were good. It was all we really needed on our one night stay. I enjoyed the sunny bench by the window and everything was adequate. The breakfast was just ok.

Reviewed on Feb 1, 2026

Microtel Inn & Suites by Wyndham Palm Coast I-95
See all 714 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 Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Ravine Gardens State Park, Dunns Creek State Park and Rice Creek Conservation Area

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a San Mateo vacation package cost?
Offering great value package deals from $673 on Expedia, you'll be pleasantly surprised at how much a vacation to San Mateo costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to San Mateo?
You can typically find reduced prices and greater availability in January, June and July. Explore our cheap San Mateo vacation packages and you could get some great off-season discounts.
How many days is enough for San Mateo?
Typically, a handful of days is enough to see the major sights during your San Mateo vacation. But if you'd like to have more time to rest or take day tours, think about extending your itinerary.
How to find the best San Mateo package deals?
Begin your search for a San Mateo package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect San Mateo package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your San Mateo adventure off to a flying start.
Is it cheaper to book a San Mateo vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights separately. Better still, you can personalize your San Mateo escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse 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 getaway, check out 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 find amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later San Mateo vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your San Mateo trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.