Lexington Hills Vacations from $339

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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 $524, price is now $339 per person
$339
per person
May 27 - May 30
found 1 day ago
Roundtrip flight included
San Diego (SAN) to San Jose (SJC)
8.2/10 Very Good! (1,004 reviews)
Clean room, amazing staff, super accessible. Will stay again.

Reviewed on Apr 11, 2026

The Grove Inn

The Grove Inn

3 out of 5
Western Addition
Save 100% on your flight
Price was $1,698, price is now $978 per person
$978
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
9.2/10 Wonderful! (701 reviews)
It felt like a boarding house. No common area to sit on a couch and relax. Our window opened onto an air shaft and no view. Neighborhood parking is nonexistent so only stay if using Uber. The bed and bath were clean. However I would not stay there again.

Reviewed on Mar 29, 2026

Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,292, price is now $820 per person
$820
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to San Jose (SJC)
8.2/10 Very Good! (1,003 reviews)
Everything is great but we arrived in our room with long lizard in the bathtub.

Reviewed on Apr 10, 2026

Fairmont Heritage Place, Ghirardelli Square

Fairmont Heritage Place, Ghirardelli Square

5 out of 5
Fisherman's Wharf
Price was $5,592, price is now $3,551 per person
$3,551
per person
Jun 11 - Jun 16
found 1 day ago
Roundtrip flight included
New York (JFK) to San Francisco (SFO)
9.4/10 Exceptional! (393 reviews)
Nothing but great things to say about this place! So much to do and see and staff is sooo nice and helpful.

Reviewed on Apr 5, 2026

Nob Hill Hotel

Nob Hill Hotel

4 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $2,335, price is now $1,517 per person
$1,517
per person
Jun 14 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San Francisco (SFO)
7.8/10 Good! (1,005 reviews)
The hotel was surprisingly in the good condition. Rooms were clean staff was friendly. Some things to consider, NO AC, and it can be a bit noisy at times since your on a semi busy st that’s near a hospital.

Reviewed on Apr 10, 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
Regale Winery and Vineyards

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

San Jose Sharks Ice Hockey Game at SAP Center

San Jose Sharks Ice Hockey Game at SAP Center

$71
per adult
San Jose Sharks Ice Hockey Game at SAP Center
Picture 2 for Activity San Jose: Valley Ghosts Haunted Walking Tour

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

$24
per adult
San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette
Self Guided Walking Tour in Agnews Historic Park

Agnews Historic Park Personalized Self-Guided App Tour

$5
per traveler
Agnews Historic Park Personalized Self-Guided App Tour
See all activities in Lexington Hills

Lexington Hills Hotel Deals

La Bahia Hotel and Spa

La Bahia Hotel and Spa

4.5 out of 5
215 Beach Street Santa Cruz CA
$346 nightly
The price is $388 total per night from Apr 12 to Apr 13
$388 total
Apr 12 - Apr 13
Total with taxes and fees
9.6/10 Exceptional! (221 reviews)
Clean room

Reviewed on Apr 10, 2026

La Bahia Hotel and Spa
Dream Inn Santa Cruz

Dream Inn Santa Cruz

4 out of 5
175 W Cliff Dr Santa Cruz CA
$239 nightly
The price is $272 total per night from Apr 12 to Apr 13
$272 total
Apr 12 - Apr 13
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
Our room was very clean and the bed was very comfortable. The hot tub was extremely crowded however it was Spring Break for a lot of people. We love how everything we needed was within walking distance.

Reviewed on Apr 10, 2026

Dream Inn Santa Cruz
Seacliff Inn Aptos, Tapestry Collection by Hilton

Seacliff Inn Aptos, Tapestry Collection by Hilton

3.5 out of 5
7500 Old Dominion Court Aptos CA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $138 total per night from Apr 19 to Apr 20
$138 total
Apr 19 - Apr 20
Total with taxes and fees
8.6/10 Excellent! (1,116 reviews)
I booked this hotel specifically because the website advertised it as pet friendly — that was the deciding factor. What I didn’t see anywhere in the listing was any mention of a $100 pet fee for a single night. That’s a significant charge that deserves to be upfront, not buried or absent entirely. ...

Reviewed on Apr 7, 2026

Seacliff Inn Aptos, Tapestry Collection by Hilton
See all 3,074 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 $339 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.