Lexington Hills Vacations from $342

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Your Lexington Hills Vacation

Say farewell to planning worries and hello to a Lexington Hills vacation package. With the finer details organized before you take off, you can focus on discovering the best of this city, starting with South San Jose, which is good for culture, golfing and mountain biking. Every trip to Lexington Hills needs a well-planned itinerary. Fill yours with famous sights like Old Town Los Gatos, Testarossa Winery and Vasona Lake County Park. Expedia can help you escape your daily routine. Tailor your vacation to Lexington Hills to match your travel style, whatever that may be.

The Latest Lexington Hills 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 $595, price is now $342 per person
$342
per person
Mar 17 - Mar 21
found 1 day 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

Marbella Lane Duplex San Jose

Marbella Lane Duplex San Jose

4 out of 5
Willow Glen
Save 100% on your flight
Price was $1,354, price is now $885 per person
$885
per person
Apr 13 - Apr 20
found 16 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
8.2/10 Very Good! (14 reviews)
Very clean well kept place in a good location and affordable sould stay again

Reviewed on Jul 18, 2025

Marbella Lane Triplex San Jose

Marbella Lane Triplex San Jose

3.5 out of 5
Northside
Save 100% on your flight
Price was $642, price is now $420 per person
$420
per person
Apr 13 - Apr 20
found 16 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
7.4/10 Good! (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

San Francisco Proper Hotel

San Francisco Proper Hotel

4 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $820, price is now $555 per person
$555
per person
Apr 9 - Apr 13
found 18 hours ago
Roundtrip flight included
San Diego (SAN) to San Francisco (SFO)
8.8/10 Excellent! (789 reviews)
Very nice hotel and the staff were great

Reviewed on Jan 26, 2026

Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

4 out of 5
Historic Railroad Square
Save 100% on your flight
Price was $675, price is now $458 per person
$458
per person
Mar 26 - Mar 30
found 9 hours ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
8.4/10 Very Good! (1,002 reviews)
Location and comfort

Reviewed on Jan 24, 2026

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Discover the most popular places to visit in Lexington Hills

Vasona Park is a park located in Los Gatos, California; Shutterstock ID 110237099; Purchase Order: -

Vasona Lake County Park

3.5/5(3 reviews)

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
Vernal falls along the Mist Trail in Yosemite National Park in autumn

Castle Rock Falls

Enjoy the mountain views and explore Castle Rock Falls, a lovely green space in Los Gatos. Check out the shops and wineries in this family-friendly area.

Castle Rock Falls
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

What to do in Lexington Hills

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

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

$32
per adult
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 Lexington Hills

Lexington Hills Hotel Deals

Sonesta Silicon Valley

Sonesta Silicon Valley

4 out of 5
1820 Barber Ln Milpitas CA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $139 total per night from Feb 27 to Feb 28
$139 total
Feb 27 - Feb 28
Total with taxes and fees
9/10 Wonderful! (1,739 reviews)
Yes....I'm a regular here, but that's because the staff at this hotel go "Above and Beyond". This place makes you feel like family. Parking lot, hotel property and rooms always clean and welcoming. Maintenance staff are fantastic. . Huge thank you to Asst. Mgr. Cassandra for doing what you do. This ...

Reviewed on Jan 28, 2026

Sonesta Silicon Valley
Hyatt Centric Santa Clara Silicon Valley

Hyatt Centric Santa Clara Silicon Valley

3.5 out of 5
3100 Lakeside Dr Santa Clara CA
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $159 total per night from Feb 15 to Feb 16
$159 total
Feb 15 - Feb 16
Total with taxes and fees
9/10 Wonderful! (1,292 reviews)
Clean room and quite

Reviewed on Jan 23, 2026

Hyatt Centric Santa Clara 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
$101 nightly
The price is $114 total per night from Feb 21 to Feb 22
$114 total
Feb 21 - Feb 22
Total with taxes and fees
9/10 Wonderful! (2,599 reviews)
Clean room. Friendly service. Breakfast decent. Quiet place. Beds comfy.

Reviewed on Jan 23, 2026

Maple Tree Inn
See all 3,055 properties in Lexington Hills
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 Lexington Hills Vacation Packages

Lexington Hills Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Norman Y. Mineta San Jose Intl. Airport (SJC)
Population
2,400
Top Sights
Testarossa Winery, Regale Winery and Vineyards and Loma Prieta Winery

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Frequently asked questions

How much does a Lexington Hills vacation package cost?
Offering excellent value package deals from $342 on Expedia, you'll be pleasantly surprised at how much a vacation to Lexington Hills costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Lexington Hills?
You can generally find lower prices and greater availability in January, October and December. Explore our cheap Lexington Hills vacation packages and you could score some great off-season discounts.
How many days is enough for Lexington Hills?
With a well-organized travel plan, you can easily tick off the most popular Lexington Hills sights in a handful of days. But if you prefer to explore off the beaten track or take day trips, think about booking your Lexington Hills vacation for longer.
How to find the best Lexington Hills package deals?
Landing a cheap Lexington Hills package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply some filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Lexington Hills package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Lexington Hills vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component separately. And you'll still get the flexibility to create a customized Lexington Hills vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Lexington Hills?
If you're planning a spontaneous Lexington Hills adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Lexington Hills vacation packages?
Set off on your perfect escape to Lexington Hills with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until your next payday — we've joined forces with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stay on budget and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.