San Mateo Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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.

Top San Mateo Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Price was CA $1,574, price is now CA $1,160 per person
CA $1,160
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
8.8/10 Excellent! (1,003 reviews)
The staff were all very kind and helpful, the room was clean, grounds were clean and well maintained, amenities were in abundance. We ate dinner at the Italian restaurant and it was delicious but took a long time, start to finish, it took 2.5 hours for us to finish a meal. We ate breakfast at the Atlantic Grill and that was good, but not special. We also ordered pizza from the Pizza parlor and that was very good. I'm also Celiac, and all the gluten free options across these places were great. The only place that didn't seem to have much of anything safe for celiac was the pool bar.

Reviewed on Nov 9, 2026

Amelia by the South

Amelia by the South

4.5 out of 5
Save 100% on your flight
Price was CA $8,074, price is now CA $5,033 per person
CA $5,033
per person
Jan 20 - Jan 24
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
No reviews

Amelia by the Sea

Amelia by the Sea

4 out of 5
Save 100% on your flight
Price was CA $8,112, price is now CA $5,072 per person
CA $5,072
per person
Jan 20 - Jan 24
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
No reviews

Landing Apartments near Downtown Jacksonville

Landing Apartments near Downtown Jacksonville

3 out of 5
Downtown Jacksonville
Price was CA $1,514, price is now CA $1,210 per person
CA $1,210
per person
Jan 19 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Jacksonville (JAX)
No reviews
Lovely Stay! Brand new, super secure, and right on top of all the major stadiums/ballpark, gorgeous property!

Reviewed on Nov 9, 2026

The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Amelia City
Price was CA $5,167, price is now CA $4,140 per person
CA $4,140
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Jacksonville (JAX)
9.2/10 Wonderful! (393 reviews)

Ready to book your vacation to San Mateo?

 

Choose your dates

San Mateo Hotel Deals

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
The price is CA $81 per night from Nov 15 to Nov 16
CA $81
CA $90 total
Nov 15 - Nov 16
includes taxes & fees
Old Town Inn - St Augustine South
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 $59 per night from Nov 15 to Nov 16
CA $59
CA $87 total
Nov 15 - Nov 16
includes taxes & fees
Microtel Inn & Suites by Wyndham Palm Coast I-95
Quality Inn & Suites Palatka Riverfront

Quality Inn & Suites Palatka Riverfront

2.5 out of 5
201 N 1st Street Palatka FL
Fully refundable
The price is CA $146 per night from Nov 22 to Nov 23
CA $146
CA $162 total
Nov 22 - Nov 23
includes taxes & fees
8.2/10 Very good! (1,035 reviews)
"Room smelled when I walked in. Otherwise, it was adequate. Outside of the view, nothing made me think it was worth the cost."

Reviewed on Nov 10, 2026

Quality Inn & Suites Palatka Riverfront
See all 704 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a San Mateo vacation package cost?
You can grab a vacation package to this top destination from CA $1,160 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.

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