San Gregorio Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Your San Gregorio Vacation

Reserve a San Gregorio vacation package and get set to experience this interesting city the easy way. Consider spending some time in the neighborhood of Emerald Hills, which is great for hiking and nature. Make your trip to San Gregorio even more fun by going sightseeing. San Gregorio State Beach, Pescadero State Beach and Pomponio State Beach are among the top attractions worth exploring. Your ultimate San Gregorio vacation is a few clicks away. Browse airfares, hotels and more on Expedia for a getaway that's tailored to suit your style.

Top San Gregorio Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Aqua Breeze Inn

Aqua Breeze Inn

Westside Santa Cruz
CA $841
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San Jose (SJC)
8.2/10 Very good! (1,003 reviews)
Everything was great from check in to the end of the stay. Location is great, the room was clean and worked out perfect.

Reviewed on Oct 20, 2026

La Bahia Hotel and Spa

La Bahia Hotel and Spa

Westside Santa Cruz
CA $1,180
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San Jose (SJC)
9.6/10 Exceptional! (573 reviews)
Probalbly the best place to stay in Santa Cruz.... absolutely love the place

Reviewed on Oct 26, 2026

Marbella Lane - 3BR Designer Near Valley Fair

Marbella Lane - 3BR Designer Near Valley Fair

Save 100% on your flight
CA $2,801
per person
Dec 12 - Dec 19
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Jose (SJC)
No reviews
@ Marbella Lane - Immaculate & Cozy 3BR Home

@ Marbella Lane - Immaculate & Cozy 3BR Home

CA $2,149
per person
Dec 23 - Dec 26
found 18 hours ago
Roundtrip flight included
Vancouver (YVR) to San Jose (SJC)
No reviews
Chaminade Resort & Spa

Chaminade Resort & Spa

CA $1,128
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San Jose (SJC)
8.4/10 Very good! (1,005 reviews)

San Gregorio Beach Vacation

Get ready to live out your beach fantasies on your upcoming San Gregorio vacation. Enjoy a leisurely stroll, marvel at the gorgeous ocean views and pick up unique shells and rocks on your trip to San Gregorio. Located just 3 kilometres from the town center, Pomponio State Beach is the place to be for many visitors. Have a look through our San Gregorio vacation packages and watch your travel budget stretch further!

Ready to book your vacation to San Gregorio?

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San Gregorio Hotel Deals

Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

1550 Bayshore Hwy Burlingame CA
Fully refundableReserve now, pay when you stay
CA $205
CA $231 total
Nov 25 - Nov 26
includes taxes & fees
Bay Landing San Francisco Airport Hotel
Hilton San Francisco Airport Bayfront

Hilton San Francisco Airport Bayfront

600 Airport Boulevard Burlingame CA
Fully refundableReserve now, pay when you stay
CA $148
CA $168 total
Nov 22 - Nov 23
includes taxes & fees
8.8/10 Excellent! (3,250 reviews)
"We arrived early and someone at the front desk informed us that it would be $75 to check in earlier or if we signed up for their hot"

Reviewed on Oct 26, 2026

Hilton San Francisco Airport Bayfront
Crowne Plaza San Francisco Airport by IHG

Crowne Plaza San Francisco Airport by IHG

1177 Airport Blvd Burlingame CA
Fully refundable
CA $153
CA $174 total
Oct 31 - Nov 1
includes taxes & fees
Crowne Plaza San Francisco Airport by IHG
See all 1,485 properties in San Gregorio
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.

Stay near popular San Gregorio attractions

Pomponio State Beach

Why not spend a carefree afternoon at Pomponio State Beach during your travels in San Gregorio?
See properties

Frequently asked questions

How much does a San Gregorio vacation package cost?
You'll find cheap prices from CA $841 on Expedia for your San Gregorio getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation to San Gregorio costs.
What are the cheapest months to go to San Gregorio?
January, February and April are great times to look for cheap San Gregorio vacation packages. Travelling in less busy periods means you can typically find better prices on hotels and flights.
How many days is enough for San Gregorio?
Typically, a handful of days is enough to explore the top sights during your San Gregorio vacation. But if you want to have some time to rest or take day tours, consider extending your itinerary.
How to find the best San Gregorio package deals?
Use Expedia's handy filters to help you find some fabulous San Gregorio package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for San Gregorio package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a San Gregorio vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays individually. Better still, you can personalize your San Gregorio getaway to match 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 Gregorio?
If you have your San Gregorio travel dates finalized, book as early as you can to grab some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to San Gregorio?
  1. Pick your dates: The things you plan to do in San Gregorio and your preferred season will help you decide when to get away.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and meals to activities and flights. Your hotel will likely be the biggest expense during your trip to San Gregorio.
  3. Decide your trip length: Consider how much time you want to spend exploring San Gregorio. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized San Gregorio vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.