San Mateo Vacations from $250

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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.
Microtel Inn & Suites by Wyndham Jacksonville Airport

Microtel Inn & Suites by Wyndham Jacksonville Airport

2.5 out of 5
Northside
Price was $357, price is now $250 per person
$250
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)
15.2/10 Exceptional! (1,212 reviews)
Room was clean and the linen was changed everyday but you could tell the hotel could use some upgrades. It wasn't a bad stay for just a short weekend trip but would not be something I stayed in longer than 2 nights.

Reviewed on Nov 5, 2025

Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
Price was $494, price is now $346 per person
$346
per person
Jan 16 - Jan 19
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
9/10 Wonderful! (3,273 reviews)
The bed was hard. The fridge didn’t get cold. 1 of the rooms I rented would not lock when we left the room to go out

Reviewed on Nov 14, 2025

Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
Save 100% on your flight
Price was $718, price is now $514 per person
$514
per person
Jan 16 - Jan 19
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8.6/10 Excellent! (1,008 reviews)
Loved Amelia Island and the Omni resort. Friendly staff, clean, and lots to do!

Reviewed on Nov 12, 2025

The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Amelia City
Save 100% on your flight
Price was $1,761, price is now $1,263 per person
$1,263
per person
Jan 16 - Jan 19
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (372 reviews)
Leticia at the front desk was fantastic! I had a health related attack on the way back from Atlanta and we decided to stay at the Ritz so I could rest. We stayed at this Ritz on our honeymoon over 30 years ago, had my 50th birthday party at Salt with guests for a weekend, stayed there for our 30th wedding anniversary and had dinner at Salt also (I highly recommend Salt), stayed many holidays with our children and friends, car shows, and it is still such a wonderful resort. You cannot go wrong staying at this beautiful resort. We have loved it for over 30 years and hope to keep going there for many more years to come. All of the staff is great, but a special shout out to Leticia. Thank you for helping us.

Reviewed on Sep 6, 2025

Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Price was $608, price is now $442 per person
$442
per person
Jan 16 - Jan 19
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (2,500 reviews)
The hotel was awesome! Great room, loved the pool and hot tub! Good breakfast.

Reviewed on Nov 14, 2025

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San Mateo Hotel Deals

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
$61 nightly
The price is $69 total per night from Nov 16 to Nov 17
$69 total
Nov 16 - Nov 17
Total with taxes and fees
7.2/10 Good! (37 reviews)
Great time and location

Reviewed on Nov 9, 2025

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 refundableReserve now, pay when you stay
$86 nightly
The price is $95 total per night from Nov 30 to Dec 1
$95 total
Nov 30 - Dec 1
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
yes

Reviewed on Nov 9, 2025

Quality Inn & Suites Palatka Riverfront
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
$63 nightly
The price is $71 total per night from Nov 24 to Nov 25
$71 total
Nov 24 - Nov 25
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
THe girl at check in was very nice. The room is clean

Reviewed on Nov 7, 2025

Red Roof Inn PLUS+ Palm Coast
See all 676 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 $250 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.