San Gregorio Vacations from $565

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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.
Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $837, price is now $565 per person
$565
per person
Apr 10 - Apr 13
found 3 hours ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
8/10 Very Good! (1,002 reviews)
The staff members are wonderful. It is an affordable, pleasant place to stay with our dog when we visit relatives in Santa Cruz during Jan or Feb.

Reviewed on Jan 22, 2026

Cliff Crest Bed & Breakfast

Cliff Crest Bed & Breakfast

2.5 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $1,307, price is now $885 per person
$885
per person
Mar 21 - Mar 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Jose (SJC)
8.2/10 Very Good! (73 reviews)
It was a great stay , the couple that runs it , Constantine and Adriana are awesome , it was a great room and a good breakfast, will be back,

Reviewed on Dec 28, 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 $1,033, price is now $712 per person
$712
per person
Apr 10 - Apr 13
found 3 hours ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
6/10 (581 reviews)
The room was dirty and I'm very sure the bed sheets/blankets washed.

Reviewed on Nov 15, 2025

Capitola Venetian Hotel

Capitola Venetian Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,431, price is now $1,060 per person
$1,060
per person
Mar 21 - Mar 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Jose (SJC)
8.6/10 Excellent! (775 reviews)
The room was great and the staff very friendly and acommodating.

Reviewed on Jan 19, 2026

La Bahia Hotel and Spa

La Bahia Hotel and Spa

4.5 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $1,737, price is now $1,287 per person
$1,287
per person
Mar 21 - Mar 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Jose (SJC)
9.6/10 Exceptional! (44 reviews)
The aesthetic is very nice. It's the only five star spa in the area. You want to keep that in mind when booking as you will be charged for this feature. The staff was very polite, courteous, and professional to the guests, however not to each other. I pay attention to work culture dynamics. The food quality could be better. The spa is very nice, but the staff follows a choreography and clock when providing services. Over all for me 4/10.

Reviewed on Jan 19, 2026

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San Gregorio Hotel Deals

The Westin San Francisco Airport

The Westin San Francisco Airport

4 out of 5
1 Old Bayshore Hwy Millbrae CA
$152 nightly
The price is $176 total per night from Feb 20 to Feb 21
$176 total
Feb 20 - Feb 21
Total with taxes and fees
8.8/10 Excellent! (1,976 reviews)
Clean room

Reviewed on Jan 28, 2026

The Westin San Francisco Airport
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
$169 nightly
The price is $190 total per night from Feb 20 to Feb 21
$190 total
Feb 20 - Feb 21
Total with taxes and fees
9/10 Wonderful! (4,822 reviews)
Very clean room with good view

Reviewed on Jan 28, 2026

Bay Landing San Francisco Airport Hotel
Good Nite Inn - Redwood City

Good Nite Inn - Redwood City

2.5 out of 5
485 Veterans Blvd Redwood City CA
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $96 total per night from Feb 5 to Feb 6
$96 total
Feb 5 - Feb 6
Total with taxes and fees
8.6/10 Excellent! (1,580 reviews)
The room was spotless, plenty of towels, tissue and coffee. The person that checked us in was fast and efficient.

Reviewed on Jan 31, 2026

Good Nite Inn - Redwood City
See all 2,123 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.

Find the Best San Gregorio Vacation Packages

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!

San Gregorio Essential Information

Language
English
Currency
U.S dollars
Closest Airport
San Francisco Intl. Airport (SFO)
Max Temp Winter
55ºF
Max Temp Summer
65ºF
Top Sights
Miramar Beach, Half Moon Bay State Beach and Venice Beach in Half Moon Bay

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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 $565 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.

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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.