San Gregorio Vacations from $527

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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.

The Latest San Gregorio vacation packages

Price found within the past 48 hours. Click for updated prices.
Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
Save 100% on your flight
Price was $708, price is now $527 per person
$527
per person
Nov 14 - Nov 16
found 20 hours ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
8/10 Very Good! (1,006 reviews)
Photos on Expedia definitely made this property seem much nicer than it was.

Reviewed on Aug 29, 2025

Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Price was $2,939, price is now $1,353 per person
$1,353
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Jose (SJC)
8/10 Very Good! (1,003 reviews)
Short walk to Boardwalk great views

Reviewed on Aug 25, 2025

Motel 6 Santa Cruz, CA

Motel 6 Santa Cruz, CA

2 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $1,631, price is now $1,094 per person
$1,094
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Jose (SJC)
5.8/10 (535 reviews)
Place was good because the Area was ok and somewhat of a walking distance to the boardwalk. Entrance door or door frame had massive gap on top and bottom.

Reviewed on Sep 2, 2025

Shashi Hotel Mountain View Palo Alto

Shashi Hotel Mountain View Palo Alto

5 out of 5
Save 100% on your flight
Price was $774, price is now $531 per person
$531
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to San Jose (SJC)
9.4/10 Exceptional! (1,007 reviews)
Ease of checking in

Reviewed on Sep 2, 2025

La Bahia Hotel and Spa

La Bahia Hotel and Spa

3.5 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $788, price is now $574 per person
$574
per person
Nov 14 - Nov 16
found 20 hours ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
No reviews
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San Gregorio Hotel Deals

Crowne Plaza San Francisco Airport by IHG

Crowne Plaza San Francisco Airport by IHG

3.5 out of 5
1177 Airport Blvd, Burlingame, CA
Fully refundable
$105 nightly
The price is $119 total per night from Sep 7 to Sep 8
$119 total
Sep 7 - Sep 8
Total with taxes and fees
Crowne Plaza San Francisco Airport by IHG
Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

3 out of 5
1550 Bayshore Hwy, Burlingame, CA
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $181 total per night from Sep 28 to Sep 29
$181 total
Sep 28 - Sep 29
Total with taxes and fees
Bay Landing San Francisco Airport Hotel
The Dylan at SFO

The Dylan at SFO

3 out of 5
110 S El Camino Real, Millbrae, CA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $142 total per night from Sep 3 to Sep 4
$142 total
Sep 3 - Sep 4
Total with taxes and fees
The Dylan at SFO
See all 1,959 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.

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 2 miles (3 km) 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!

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Frequently asked questions

How much does a San Gregorio vacation package cost?
You can snap up a vacation package to this top destination from $527 on Expedia. But how much your vacation to San Gregorio costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to San Gregorio?
You're likely to find lower rates and better availability in January, October and December. Check out our cheap San Gregorio vacation packages and you could score some great off-season deals.
How many days is enough for San Gregorio?
Typically, a handful of days is enough to check out the major attractions during your San Gregorio vacation. But if you prefer to have more time to chill out or take day tours, consider extending your itinerary.
How to find the best San Gregorio package deals?
Start your search for a San Gregorio package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect San Gregorio package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your San Gregorio adventure underway.
Is it cheaper to book a San Gregorio vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still get the flexibility to create a tailored San Gregorio vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to San Gregorio?
If you have your San Gregorio travel dates confirmed, book early to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later San Gregorio vacation packages?
If you're anything like us, you love traveling the world but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your San Gregorio trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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