Monte Sereno Vacations from $375

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Your Monte Sereno Vacation

The easiest way to experience this lively city is with a customized Monte Sereno vacation package. Stay in the neighborhood of South San Jose, which is great for culture, golfing and mountain biking or go someplace else — our package deals are all about you. You'll want to sightsee during your trip to Monte Sereno. Make time for major attractions such as Old Town Los Gatos, Testarossa Winery and Vasona Lake County Park. No matter your travel plans or budget, putting together a tailored Monte Sereno vacation is simple with Expedia.

The Latest Monte Sereno vacation packages

Price found within the past 48 hours. Click for updated prices.
Fitzgerald Hotel

Fitzgerald Hotel

3 out of 5
Union Square
Save 100% on your flight
Price was $656, price is now $375 per person
$375
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
15.6/10 Exceptional! (485 reviews)
I enjoyed my stay at The Fitzgerald. Its located at a very convenient area in Union Square and there are a wide variety of restaurants near by. Im aware this is an old building; however, the staff does a great job in cleaning, you can chose to have housekeeping every day. Had a mini fridge and a full bathroom (with tub), which was very convenient. There's also free continental breakfast from.7am to 10am.

Reviewed on Nov 24, 2025

San Carlos Inn

San Carlos Inn

2 out of 5
Price was $840, price is now $439 per person
$439
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Francisco (SFO)
14/10 Exceptional! (316 reviews)
room could have been cleaner fridge and micro wave were not spotless

Reviewed on Nov 21, 2025

Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

3 out of 5
Bayfront
Save 100% on your flight
Price was $784, price is now $428 per person
$428
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
18/10 Exceptional! (4,699 reviews)
Lovely hotel close to the airport, with a very convenient shuttle service.

Reviewed on Nov 23, 2025

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $2,222, price is now $1,254 per person
$1,254
per person
Jan 30 - Feb 4
found 22 hours ago
Roundtrip flight included
New York (JFK) to San Francisco (SFO)
18.4/10 Exceptional! (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

Marbella Lane Triplex San Jose

Marbella Lane Triplex San Jose

3.5 out of 5
Northside
Save 100% on your flight
Price was $4,519, price is now $2,574 per person
$2,574
per person
Feb 4 - Feb 9
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to San Jose (SJC)
14.8/10 Exceptional! (43 reviews)
It is very nice of a place. I just didnt get a kitchen to cook in. So the pictures lied and i couldnt get in just yet. Other then that great place, location and nice community.

Reviewed on Nov 11, 2025

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Discover the most popular places to visit in Monte Sereno

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 Monte Sereno

San Jose: "The Escape Game" Ticket at Valley Fair

San Jose: "The Escape Game" Ticket at Valley Fair

$47
per adult
100% of travellers recommend
San Jose: "The Escape Game" Ticket at Valley Fair
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
See all activities in Monte Sereno

Monte Sereno 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
$98 nightly
The price is $111 total per night from Dec 1 to Dec 2
$111 total
Dec 1 - Dec 2
Total with taxes and fees
8/10 Very Good! (1,348 reviews)
Clean room, great amenities like water, hot water, friendly staff.

Reviewed on Nov 19, 2025

The Domain Hotel
Maple Tree Inn

Maple Tree Inn

3 out of 5
711 E El Camino Real Sunnyvale CA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $101 total per night from Nov 26 to Nov 27
$101 total
Nov 26 - Nov 27
Total with taxes and fees
9/10 Wonderful! (2,403 reviews)
All the room amenities were available and the staff was friendly. The bed was comfy too.

Reviewed on Nov 22, 2025

Maple Tree Inn
Sonesta Select San Jose Airport

Sonesta Select San Jose Airport

3 out of 5
1727 Technology Dr San Jose CA
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $119 total per night from Nov 25 to Nov 26
$119 total
Nov 25 - Nov 26
Total with taxes and fees
8.6/10 Excellent! (1,590 reviews)
Not the most personable, but it’s quick and free!

Reviewed on Nov 22, 2025

Sonesta Select San Jose Airport
See all 2,987 properties in Monte Sereno
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 Monte Sereno Vacation Packages

Monte Sereno Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Norman Y. Mineta San Jose Intl. Airport (SJC)
Population
3,600
Top Sights
Testarossa Winery, Regale Winery and Vineyards and Loma Prieta Winery

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Frequently asked questions

How much does a Monte Sereno vacation package cost?
You can pick up a vacation package to this popular destination from $375 on Expedia. However, how much your vacation to Monte Sereno costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Monte Sereno?
January, October and December are the best times to search for cheap Monte Sereno vacation packages. Opting to travel in less busy periods means you can usually find reduced prices on flights and accommodations.
How many days is enough for Monte Sereno?
Generally, a handful of days is enough to tick off the top attractions during your Monte Sereno vacation. However, if you want to have some time to chill out or take day tours, consider extending your trip.
How to find the best Monte Sereno package deals?
Bagging a cheap Monte Sereno package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Monte Sereno package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Monte Sereno vacation as a package?
You can enjoy significant savings on your Monte Sereno escape by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Monte Sereno?
If you've got your Monte Sereno travel dates confirmed, book as early as you can to grab some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Monte Sereno vacation packages?
Your Monte Sereno trip is meant to be an escape from your busy life, not a reason for money worries. So to allow you extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.