San Mateo Vacation Packages

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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.

Top San Mateo Vacation Deals

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 CA $1,395, price is now CA $1,136 per person
CA $1,136
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Jacksonville (JAX)
No reviews

Landing Furnished Apartments near UNF

Landing Furnished Apartments near UNF

4 out of 5
Price was CA $1,908, price is now CA $1,490 per person
CA $1,490
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Jacksonville (JAX)
10/10 Exceptional! (1 review)
Highly recommend! Felt like home, can’t wait to stay again

Reviewed on Jun 7, 2026

Landing Apartments near Downtown Jacksonville

Landing Apartments near Downtown Jacksonville

3 out of 5
Downtown Jacksonville
Price was CA $1,658, price is now CA $1,313 per person
CA $1,313
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Jacksonville (JAX)
No reviews

Southbank Apartments by Landing

Southbank Apartments by Landing

4 out of 5
Downtown Jacksonville
Price was CA $1,482, price is now CA $1,199 per person
CA $1,199
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Jacksonville (JAX)
10/10 Exceptional! (1 review)
The check in process was very confusing but the visa

Reviewed on Apr 4, 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

2 out of 5
16 Kingswood Dr Palm Coast FL
Fully refundableReserve now, pay when you stay
The price is CA $69 per night from Jul 21 to Jul 22
CA $69
CA $98 total
Jul 21 - Jul 22
includes taxes & fees
7/10 Good! (1,010 reviews)
"My bathroom sink was clogged with water to the rim...had to remove rest of my makeup in bathtub. That is where I saw the big hole in the bath tub. Impossible to sleep at night because highway noise is so loud but so is the AC. Was promised a new suite on other side of building for the next day but ..."

Reviewed on Jul 13, 2026

Microtel Inn & Suites by Wyndham Palm Coast I-95
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
The price is CA $84 per night from Jul 20 to Jul 21
CA $84
CA $94 total
Jul 20 - Jul 21
includes taxes & fees
8/10 Very good! (1,008 reviews)
"Easy place to stay and very nice and economical. Right next to cracker barre!!"

Reviewed on Jul 12, 2026

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
The price is CA $125 per night from Jul 17 to Jul 18
CA $125
CA $141 total
Jul 17 - Jul 18
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"Very helpful staff and great customer service. Rooms and property were clean. The heated pool was fantastic and everything about my stay was great. I wanted an early check in and they provided that which I’m greatly appreciated will definitely stay here again."

Reviewed on Jul 13, 2026

Holiday Inn Express & Suites Palm Coast I95 by IHG
See all 688 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.
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Frequently asked questions

How much does a San Mateo vacation package cost?
You can grab a vacation package to this top destination from CA $1,136 on Expedia. But how much your vacation to San Mateo costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to San Mateo?
To pick up cheap San Mateo vacation packages, organize your getaway outside of busy periods like public holidays and major events. You'll generally find lower prices and better availability for hotels and flights.
How many days is enough for San Mateo?
The ideal length of your San Mateo vacation depends on what you'd like to do. Typically, a few days to a week will give you enough time to check out all the main attractions and explore some hidden gems along the way.
How to find the best San Mateo package deals?
Begin your search for a San Mateo package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal San Mateo package deal right away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your San Mateo getaway off to a flying start.
Is it cheaper to book a San Mateo vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking hotels and flights individually. Better still, you can personalize your San Mateo trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
How to plan a trip to San Mateo?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred time of year and the activities on offer will also help you decide when to escape to San Mateo.
  2. Set a budget: Consider costs like transportation, flights and meals when calculating how much to set aside for your trip to San Mateo. Then, choose a hotel that fits your budget, whether that's an economical option or a swankier retreat.
  3. Decide your trip length: Consider how much time you'd like to spend exploring San Mateo. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your accommodations and airfare: Once you've settled on your dates and duration, lock in the perfect San Mateo vacation package for you.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.