San Mateo Vacations from $291

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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.
Jax Inn

Jax Inn

2.5 out of 5
Northwest
Price was $409, price is now $291 per person
$291
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Jacksonville (JAX)
5.4/10 (200 reviews)
The room had roaches and the heater did not work no trash can

Reviewed on Mar 2, 2026

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $2,041, price is now $1,278 per person
$1,278
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.6/10 Excellent! (1,002 reviews)
The valet was great! We were slightly disappointed that the onsite coffee shop was only open for limited hours. Additionally, when we walked down for assistance at concierge, we did not have the best experience with the front desk staff. Be prepared, if you want to find seats at any of the pools, you will need to get in line early. Overall, the view was exceptional and it was convenient to shopping.

Reviewed on Jun 7, 2026

The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Amelia City
Save 100% on your flight
Price was $3,320, price is now $2,344 per person
$2,344
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (386 reviews)
The beach access and rooms were the positives. Aside from my experience at Salt, which was excellent, the other food options were medicore

Reviewed on Jun 5, 2026

The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Save 100% on your flight
Price was $986, price is now $701 per person
$701
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
8.4/10 Very Good! (1,210 reviews)
We loved the trails and easy access to restaurants and shopping. The room was a little dated, and the shuttle was unreliable, but overall, it was a great trip. The grounds were immaculate and the service was spot on.

Reviewed on Jun 2, 2026

Beachside Motel

Beachside Motel

2 out of 5
Price was $821, price is now $605 per person
$605
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
9.4/10 Exceptional! (1,000 reviews)
Originally planned for two people, but our daughter and grandson joined us. Room was fine for two people but a little crowded for four. Water temperature was good but shower pressure was a little harsh (felt like needles on my face). The bathroom fan didn’t work very well as the bathroom was wet from ceiling to floor after a shower and we didn’t take very hot showers. Air conditioning was great. Staff was super nice. Overall a good experience and we will be back.

Reviewed on Jun 3, 2026

Don't see what you're looking for?
See all available trips from Columbus to San Mateo
View all trips

San Mateo Hotel Deals

Holiday Inn Express & Suites Palm Coast I95 by IHG

Holiday Inn Express & Suites Palm Coast I95 by IHG

3 out of 5
120 Garden St N Palm Coast FL
Fully refundable
$99 nightly
The price is $110 total per night from Jun 10 to Jun 11
$110 total
Jun 10 - Jun 11
Total with taxes and fees
7.8/10 Good! (1,015 reviews)
"The staff was very friendly, helpful, and provided excellent customer service. Unfortunately, the hotel itself was very disappointing. I had to change rooms three times due to cleanliness and maintenance issues. The first room was dirty, with an unclean bathroom and floors. The second room had a ..."

Reviewed on Jun 7, 2026

Holiday Inn Express & Suites Palm Coast I95 by IHG
Old Town Inn - St Augustine South

Old Town Inn - St Augustine South

2 out of 5
2625 State Rd 207 Elkton FL
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $61 total per night from Jun 14 to Jun 15
$61 total
Jun 14 - Jun 15
Total with taxes and fees
7/10 Good! (217 reviews)
"Amazing great stay comfortable peaceful plenty truck parking"

Reviewed on Jun 2, 2026

Old Town Inn - St Augustine South
Quality Inn & Suites Palatka Riverfront

Quality Inn & Suites Palatka Riverfront

2.5 out of 5
201 N 1st Street Palatka FL
Fully refundable
$87 nightly
The price is $97 total per night from Jul 1 to Jul 2
$97 total
Jul 1 - Jul 2
Total with taxes and fees
8.2/10 Very Good! (1,005 reviews)
"Clean room and quiet location."

Reviewed on Jun 8, 2026

Quality Inn & Suites Palatka Riverfront
See all 687 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 $291 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.