Monte Sereno 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 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.

Top Monte Sereno Vacation Deals

Price found within the past 48 hours. Click for updated prices.
1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Price was CA $1,867, price is now CA $1,319 per person
CA $1,319
per person
Dec 17 - Dec 20
found 4 hours ago
Roundtrip flight included
Vancouver (YVR) to San Francisco (SFO)
9.2/10 Wonderful! (633 reviews)
Convenient car service and incredibly helpful staff and concierge. Rooms appeared modern with nice amenities and well maintained. Great stay.

Reviewed on Nov 9, 2026

Stanford Court San Francisco

Stanford Court San Francisco

4 out of 5
Downtown San Francisco
Save 100% on your flight
Price was CA $2,183, price is now CA $1,363 per person
CA $1,363
per person
Dec 25 - Dec 31
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
9/10 Wonderful! (1,793 reviews)

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Save 100% on your flight
Price was CA $2,228, price is now CA $1,466 per person
CA $1,466
per person
Dec 25 - Dec 31
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
9/10 Wonderful! (7,739 reviews)
Great breakfast buffet and staff was very helpful.

Reviewed on Nov 9, 2026

Infinity Hotel San Francisco, Tapestry Collection by Hilton

Infinity Hotel San Francisco, Tapestry Collection by Hilton

4 out of 5
Marina District
Save 100% on your flight
Price was CA $4,741, price is now CA $3,290 per person
CA $3,290
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to San Francisco (SFO)
8.8/10 Excellent! (1,000 reviews)
The staff is amazing, Very helpful. Very friendly. Addressed all issues. Made my son's Halloween Wedding so easy. Thank you!

Reviewed on Nov 8, 2026

Stanyan Park Hotel

Stanyan Park Hotel

3 out of 5
Golden Gate
Price was CA $2,663, price is now CA $1,849 per person
CA $1,849
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Francisco (SFO)
9.4/10 Exceptional! (1,005 reviews)
It was a historic and very well maintained property for its age. The property is well located with regard to the sf park and hospital

Reviewed on Nov 9, 2026

Ready to book your vacation to Monte Sereno?

 

Choose your dates

Monte Sereno Hotel Deals

La Bahia Hotel and Spa

La Bahia Hotel and Spa

4.5 out of 5
215 Beach Street Santa Cruz CA
Fully refundableReserve now, pay when you stay
The price is CA $345 per night from Nov 10 to Nov 11
CA $345
CA $466 total
Nov 10 - Nov 11
includes taxes & fees
La Bahia Hotel and Spa
Holiday Inn San Jose - Silicon Valley by IHG

Holiday Inn San Jose - Silicon Valley by IHG

3 out of 5
1350 N 1st Street San Jose CA
Fully refundable
The price is CA $174 per night from Nov 13 to Nov 14
CA $174
CA $204 total
Nov 13 - Nov 14
includes taxes & fees
8.4/10 Very good! (1,129 reviews)
"The water pressure in the room was awesome, The elevator speed was great. The self check-out for incidental items was tremendous. The shuttle service was incredible. The clams at the bar were very small."

Reviewed on Nov 9, 2026

Holiday Inn San Jose - Silicon Valley by IHG
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
The price is CA $162 per night from Dec 4 to Dec 5
CA $162
CA $193 total
Dec 4 - Dec 5
includes taxes & fees
8.6/10 Excellent! (2,174 reviews)
"Nothing"

Reviewed on Nov 8, 2026

Sonesta Select San Jose Airport
See all 2,456 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Monte Sereno

Santa Cruz Beach Hill to Mission Hill Loop Via Downtown

Beach Hill to Historic Downtown Santa Cruz Loop

CA $64
per adult
Beach Hill to Historic Downtown Santa Cruz Loop
Private Walking Tour in Stanford University

Stanford University Personalized Self-Guided App Tour

CA $7
per traveller
Stanford University Personalized Self-Guided App Tour
Santa Cruz Walking Tour: Discover Downtown & Mission Hill

Santa Cruz Walking Tour: Discover Downtown & Mission Hill

CA $63
per adult
Santa Cruz Walking Tour: Discover Downtown & Mission Hill
See all activities in Monte Sereno

Frequently asked questions

How much does a Monte Sereno vacation package cost?
You'll find cheap prices from CA $1,319 on Expedia for your Monte Sereno escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Monte Sereno costs.
What are the cheapest months to go to Monte Sereno?
Travel in the off-season and you're likely to find cheap Monte Sereno vacation packages. Bear in mind that school vacation periods and local events and festivals can have an impact on prices, so do some research before booking.
How many days is enough for Monte Sereno?
With about 3 days, you'll have plenty of time to experience popular neighbourhoods such as Lexington Hills and Holy City during your Monte Sereno vacation. Be sure to also add Byington Vineyard and Winery and David Bruce Winery to your must-see list. Searching for more adventures? Consider exploring outside of Monte Sereno on day trips and tours.
How to find the best Monte Sereno package deals?
Bagging a cheap Monte Sereno package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most affordable Monte Sereno package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Monte Sereno vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still get the flexibility to create a customized Monte Sereno vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Monte Sereno?
Land fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Monte Sereno escape.
How to plan a trip to Monte Sereno?

  1. Choose when to travel: Check your schedule and get your bags packed. Your preferred season and the available activities will also help you decide when to escape to Monte Sereno.
  2. Budget wisely: On top of the cost of your stay, you'll need to factor in other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Monte Sereno.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you want to experience in Monte Sereno. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find a Monte Sereno vacation package that brings all your bookings together.

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