San Mateo Vacations from $514

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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.
The Villas of Amelia Island

The Villas of Amelia Island

$514
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (1,249 reviews)
Amelia by the Sea

Amelia by the Sea

$4,229
per person
Nov 4 - Nov 8
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
No reviews
Holiday Inn Express & Suites Fleming Island by IHG

Holiday Inn Express & Suites Fleming Island by IHG

$865
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
9.2/10 Wonderful! (1,002 reviews)
Made sure we had what we needed towels, trash, etc

Reviewed on Sep 12, 2026

Candlewood Suites Jacksonville East Merril Road by IHG

Candlewood Suites Jacksonville East Merril Road by IHG

Arlington
$725
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (613 reviews)
Elizabeth Pointe Lodge

Elizabeth Pointe Lodge

$1,150
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
9.2/10 Wonderful! (556 reviews)
Our stay here was nothing more than spectacular . Everyone went above and beyond greeting us so kindly. Our room was wonderful with fresh towels each day. The front porch so inviting and relaxing . The food and coffee and tea bar was amazing, especially since it was always available . From the time we checked in Kayla , Eve, Marie , Missy, and the rest of the staff were the absolute very best . We will definitely stay here again . For sure!!! Thank you all so very much❤️🤗

Reviewed on Sep 7, 2026

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San Mateo Hotel Deals

Microtel Inn & Suites by Wyndham Palm Coast I-95

Microtel Inn & Suites by Wyndham Palm Coast I-95

16 Kingswood Dr Palm Coast FL
Fully refundableReserve now, pay when you stay
$55 nightly
$62 total
Sep 27 - Sep 28
Total with taxes and fees
Microtel Inn & Suites by Wyndham Palm Coast I-95
Quality Inn & Suites Palatka Riverfront

Quality Inn & Suites Palatka Riverfront

201 N 1st Street Palatka FL
Fully refundable
$90 nightly
$100 total
Sep 27 - Sep 28
Total with taxes and fees
Quality Inn & Suites Palatka Riverfront
Red Roof Inn PLUS+ Palm Coast

Red Roof Inn PLUS+ Palm Coast

10 Kingswood Dr Palm Coast FL
Fully refundableReserve now, pay when you stay
$68 nightly
$76 total
Sep 22 - Sep 23
Total with taxes and fees
Red Roof Inn PLUS+ Palm Coast
See all 695 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

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Frequently asked questions

How much does a San Mateo vacation package cost?
Offering great value package deals from $514 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.