Holy City Vacations from $256

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Your Holy City Vacation

An easy way to experience this lively city is with a custom-made Holy City vacation package. Stay in the neighborhood of South San Jose, which is good for culture, golfing and mountain biking or choose someplace else — our package deals are all about you. Old Town Los Gatos, Testarossa Winery and Vasona Lake County Park are just a few of the sights you'll want to see during your trip to Holy City. Expedia is here to help you escape the everyday. Tailor your vacation to Holy City to suit your travel style, whatever that may be!

The Latest Holy City vacation packages

Price found within the past 48 hours. Click for updated prices.
San Carlos Inn

San Carlos Inn

2 out of 5
Price was $540, price is now $256 per person
$256
per person
Feb 6 - Feb 9
found 18 hours ago
Roundtrip flight included
Los Angeles (QLA) to San Francisco (SFO)
7/10 Good! (316 reviews)
Good if your looking for under $70

Reviewed on Dec 2, 2025

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $3,247, price is now $1,784 per person
$1,784
per person
Feb 11 - Feb 18
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Francisco (SFO)
9.2/10 Wonderful! (470 reviews)
I would remove the wood piece in the shower, it had mold on it and I have a mold allergy.

Reviewed on Nov 10, 2025

Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
Save 100% on your flight
Price was $904, price is now $503 per person
$503
per person
Feb 8 - Feb 11
found 20 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to San Jose (SJC)
8/10 Very Good! (1,002 reviews)
Older property and rooms need some upgrading . However the restaurant and amenities are amazing. This is a nice getaway in the Santa Cruz Mountains away from the hussle and bussel.

Reviewed on Dec 1, 2025

The Grove Inn

The Grove Inn

3 out of 5
Western Addition
Save 100% on your flight
Price was $982, price is now $595 per person
$595
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Francisco (SFO)
9.2/10 Wonderful! (670 reviews)
Great neighborhood. Very up to date accommodations. Very helpful check in staff.

Reviewed on Nov 30, 2025

Montage Healdsburg

Montage Healdsburg

5 out of 5
Save 100% on your flight
Price was $1,756, price is now $1,065 per person
$1,065
per person
Jan 16 - Jan 19
found 2 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
9.6/10 Exceptional! (113 reviews)
Clean room, kind and helpful staff. Nice ambiance in vineyard.

Reviewed on Nov 30, 2025

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Discover the most popular places to visit in Holy City

Vasona Lake County Park

Vasona Lake County Park

Vasona Lake County Park is just one of the places to see in Los Gatos, so why not enjoy the other things to explore during your travels? Discover the mountain views and shops in this family-friendly area.

Vasona Lake County Park
Wonderful spot for wine tasting, private parties, or a picnic. Spacious Italian garden overlooks the vineyards and Santa Cruz mountains. Specializes in Pinot Noir. Turned to members only this past spring.

Regale Winery and Vineyards

You can enjoy a tasting or tour at Regale Winery and Vineyards during your travels to Los Gatos. Amble around this family-friendly area's beautiful beaches, or seek out the biking trails.

Regale Winery and Vineyards

Old Town Los Gatos

You can search for that perfect souvenir at Old Town Los Gatos during your trip to Los Gatos. Check out the shops and top-notch restaurants in this family-friendly area.

Old Town Los Gatos

What to do in Holy City

Picture 2 for Activity San Jose: Valley Ghosts Haunted Walking Tour

San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette

$32
per adult
80% of travellers recommend
San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette
Silicon Valley Tech Tour

Silicon Valley Tech Tour

$185
per adult
Silicon Valley Tech Tour
Spa-Quality On Demand Massage - Silicon Valley

Spa-Quality On Demand Massage - Silicon Valley

$179
per adult
100% of travellers recommend
Spa-Quality On Demand Massage - Silicon Valley
See all activities in Holy City

Holy City Hotel Deals

The Domain Hotel

The Domain Hotel

4 out of 5
1085 E El Camino Real Sunnyvale CA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $123 total per night from Dec 18 to Dec 19
$123 total
Dec 18 - Dec 19
Total with taxes and fees
8/10 Very Good! (1,382 reviews)
Spacious, clean . quiet room. Modern hotel .

Reviewed on Dec 2, 2025

The Domain Hotel
Sonesta Silicon Valley

Sonesta Silicon Valley

4 out of 5
1820 Barber Ln Milpitas CA
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $120 total per night from Dec 25 to Dec 26
$120 total
Dec 25 - Dec 26
Total with taxes and fees
9/10 Wonderful! (1,637 reviews)
Very nice and clean

Reviewed on Dec 1, 2025

Sonesta Silicon Valley
Maple Tree Inn

Maple Tree Inn

3 out of 5
711 E El Camino Real Sunnyvale CA
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $86 total per night from Dec 12 to Dec 13
$86 total
Dec 12 - Dec 13
Total with taxes and fees
9/10 Wonderful! (2,424 reviews)
Rooms were clean and comfortable. Staff was wonderful.

Reviewed on Nov 29, 2025

Maple Tree Inn
See all 2,825 properties in Holy City
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 Holy City Vacation Packages

Holy City Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Norman Y. Mineta San Jose Intl. Airport (SJC)
Top Sights
Testarossa Winery, Regale Winery and Vineyards and Loma Prieta Winery

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Frequently asked questions

How much does a Holy City vacation package cost?
Offering excellent value package deals from $256 on Expedia, you'll be pleasantly surprised at how much a vacation to Holy City costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Holy City?
January, October and December are the best times to look for cheap Holy City vacation packages. Traveling in less busy periods means you can generally find lower prices on flights and accommodations.
How many days is enough for Holy City?
Usually, a handful of days is enough to check out the top sights during your Holy City vacation. But if you want to have more time to relax or go on day trips, consider extending your itinerary.
How to find the best Holy City package deals?
Begin your search for a Holy City package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Holy City package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Holy City getaway off to a flying start.
Is it cheaper to book a Holy City vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking hotels and flights separately. Better still, you can customize your Holy City escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Holy City?
Enjoy incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Holy City getaway.
Does Expedia offer Book Now, Pay Later Holy City vacation packages?
Jet off on your dream escape to Holy City with our Book Now, Pay Later vacations. No need to save like crazy or wait until the next payday — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stay on budget and snap up cheap deals before they sell out.

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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.