Lexington Hills 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 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.

Top Lexington Hills Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Grove Inn

The Grove Inn

3 out of 5
Western Addition
Save 100% on your flight
Price was CA $1,907, price is now CA $1,179 per person
CA $1,179
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9.2/10 Wonderful! (747 reviews)

Stanford Court San Francisco

Stanford Court San Francisco

4 out of 5
Downtown San Francisco
Save 100% on your flight
Price was CA $2,392, price is now CA $1,183 per person
CA $1,183
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) 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
Price was CA $5,114, price is now CA $2,798 per person
CA $2,798
per person
Jan 10 - Jan 16
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to San Francisco (SFO)
9/10 Wonderful! (7,739 reviews)
Lovely

Reviewed on Nov 3, 2026

@ Marbella Lane - 4BR Siliconvalley Gempool House

@ Marbella Lane - 4BR Siliconvalley Gempool House

3 out of 5
Berryessa
Price was CA $3,459, price is now CA $2,231 per person
CA $2,231
per person
Jan 12 - Jan 17
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Jose (SJC)
No reviews

Marbella Lane - 3BR Designer Near Valley Fair

Marbella Lane - 3BR Designer Near Valley Fair

3 out of 5
Price was CA $2,608, price is now CA $1,699 per person
CA $1,699
per person
Jan 12 - Jan 17
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Jose (SJC)
No reviews

Ready to book your vacation to Lexington Hills?

 

Choose your dates

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
Fully refundableReserve now, pay when you stay
The price is CA $341 per night from Nov 8 to Nov 9
CA $341
CA $461 total
Nov 8 - Nov 9
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 $172 per night from Nov 13 to Nov 14
CA $172
CA $202 total
Nov 13 - Nov 14
includes taxes & fees
8.4/10 Very good! (1,121 reviews)
"Location is awful. Not a safe neighborhood. The hotel blocks the sun at the pool all day. The rooms are worn and my tap had a massive leak spraying onto the wall. I told the staff- no one came. Furniture in room is very stained and all the cabinets have a broke door or drawer."

Reviewed on Nov 2, 2026

Holiday Inn San Jose - Silicon Valley by IHG
The Westin San Jose

The Westin San Jose

4 out of 5
302 South Market Street San Jose CA
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Nov 5 to Nov 6
CA $208
CA $251 total
Nov 5 - Nov 6
includes taxes & fees
The Westin San Jose
See all 2,505 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Lexington Hills

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 Lexington Hills

Frequently asked questions

How much does a Lexington Hills vacation package cost?
Offering great value package deals from CA $1,179 on Expedia, you'll be pleasantly surprised at how much a vacation to Lexington Hills costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Lexington Hills?
The off-season is the best time to head to Lexington Hills if you're hoping to keep costs down. Another tip for finding cheap Lexington Hills vacation packages? Try to avoid visiting during public holidays and any major festivals or events.
How many days is enough for Lexington Hills?
You can explore all the top sights in Lexington Hills within a few days, including the popular Regale Winery and Vineyards. If you're looking for a longer Lexington Hills vacation, check out what kind of day tours and activities are available in the area.
How to find the best Lexington Hills package deals?
Bagging a cheap Lexington Hills package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply a few filters and see what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Lexington Hills package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Lexington Hills vacation as a package?
You can enjoy significant savings on your next Lexington Hills getaway by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Lexington Hills?
If you've got your Lexington Hills vacation dates confirmed, book as early as you can to score some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Lexington Hills?

  1. Choose your travel dates: What you plan to do in Lexington Hills and your preferred season will help you decide when to get away.
  2. Set your budget: Consider expenses like food, flights and transportation when calculating how much to save for your trip to Lexington Hills. Then, pick a property that matches your budget, whether that's an affordable stay or a more luxurious retreat.
  3. Decide how long to go for: Now that you're up to speed on Lexington Hills, you can figure out the right length of your vacation. Create a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the ideal Lexington Hills vacation package for you.

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