San Mateo Vacations from $290

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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.
Windsor Inn of Jacksonville

Windsor Inn of Jacksonville

2.5 out of 5
Northside
Save 100% on your flight
Price was $439, price is now $290 per person
$290
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
7.2/10 Good! (1,011 reviews)
Clean and friendly place. Will definitely choose them again if we go back to Jacksonville.

Reviewed on Oct 9, 2025

Tricove Inn & Suites

Tricove Inn & Suites

2.5 out of 5
Southside
Save 100% on your flight
Price was $697, price is now $442 per person
$442
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
7.2/10 Good! (1,002 reviews)
Away from most noise. Like the business area.

Reviewed on Aug 11, 2025

DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

4 out of 5
Downtown Jacksonville
Save 100% on your flight
Price was $939, price is now $597 per person
$597
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
6.6/10 (1,383 reviews)
Enjoyed my stay! Friendly staff a nice pool. Great views from the balcony and very walkable to entertainment

Reviewed on Oct 11, 2025

Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Save 100% on your flight
Price was $1,129, price is now $720 per person
$720
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
9.2/10 Wonderful! (2,455 reviews)
Did not have an ocean view, but great friendly service

Reviewed on Oct 8, 2025

Comfort Suites Baymeadows Near Butler Blvd

Comfort Suites Baymeadows Near Butler Blvd

3 out of 5
Save 100% on your flight
Price was $554, price is now $377 per person
$377
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8/10 Very Good! (1,005 reviews)
Hotel is outdated. Bathroom door didn't close all the way. Key cards worked about half the time. Staff was friendly and helpful. Was welcomed every time we entered the hotel. Had to ask for more towels and toilet paper. Room AC was good and cold. Good location to do a variety of tourist stops without being an hour or more away from them.

Reviewed on Oct 11, 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
$58 nightly
The price is $65 total per night from Oct 13 to Oct 14
$65 total
Oct 13 - Oct 14
Total with taxes and fees
8/10 Very Good! (14 reviews)
"St Augustine was very nice. Enjoyed seeing"

Reviewed on Oct 5, 2025

Old Town Inn - St Augustine South
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
$55 nightly
The price is $62 total per night from Nov 1 to Nov 2
$62 total
Nov 1 - Nov 2
Total with taxes and fees
8/10 Very Good! (1,005 reviews)
"Convenient to family, clean rooms, friendly staff"

Reviewed on Oct 5, 2025

Red Roof Inn PLUS+ Palm Coast
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
$74 nightly
The price is $83 total per night from Oct 20 to Oct 21
$83 total
Oct 20 - Oct 21
Total with taxes and fees
7.4/10 Good! (1,002 reviews)
"This was a nice place to stay locally when my ac went out I had to stay beefed for about 4 days"

Reviewed on Oct 4, 2025

Holiday Inn Express & Suites Palm Coast I95 by IHG
See all 681 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.

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 $290 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.