Skycrest Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Skycrest Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • An outdoor seating area with modern furniture, planters, and a building in the background.
    Jan 12 - Jan 14

    Elwood Hotel & Suites + Flight

    Lexington
    2 nights
    4.0 star property
    9.6/10 - Exceptional (1,204 reviews)
    "Staff uniformly friendly, helpful and made a difference in impressions of place. It is a very average facility and appreciated attempt to not make it a "cookie cutter" sterile feeling place. Bed was comfortable. Good to get to different tourist sites in area though in a neighborhood dominated by hospitals. Negatives 1) rock hard pillows though staff managed to find 2 soft pillows after two attempts. 2) Smallest bathroom I have ever been in my life or any hotel - bathtub sized for a 10 yr old and..."
    Reviewed November 11, 2026
    Roundtrip • Vancouver (YVR) - Lexington (LEX)
    YVR - LEX • 2 stops LEX - YVR • 2 stops
    CA $948
    CA $908
    per traveller
    found 7 hours ago
    Elwood Hotel & Suites
  • A lobby with a modern chandelier, marble walls, and an elevator.
    Dec 11 - Dec 13

    21c Museum Hotel Lexington + Flight

    Downtown Lexington
    2 nights
    4.0 star property
    8.8/10 - Excellent (1,000 reviews)
    "Very clean and great staff"
    Reviewed November 10, 2026
    Roundtrip • Vancouver (YVR) - Lexington (LEX)
    YVR - LEX • 1 stop LEX - YVR • 2 stops
    CA $1,029
    CA $965
    per traveller
    found 7 hours ago
    21c Museum Hotel Lexington
  • A woman sitting on a wicker chair under a tree, with a building labeled "hello" in the background.
    Jan 12 - Jan 14

    Montgomery Inn BnB + Flight

    Versailles
    2 nights
    4.0 star property
    9.4/10 - Exceptional (127 reviews)
    Roundtrip • Vancouver (YVR) - Lexington (LEX)
    YVR - LEX • 2 stops LEX - YVR • 2 stops
    CA $1,052
    CA $1,006
    per traveller
    found 7 hours ago
    Montgomery Inn BnB
  • A cozy lounge area with a blue sofa, round coffee tables, and a wooden archway.
    Jan 12 - Jan 14

    The Manchester + Flight

    Distillery District
    2 nights
    4.0 star property
    9.6/10 - Exceptional (1,429 reviews)
    "Very nice hotel tgat has the added bonus of great food options inside. The only thing I would add is that many of the hotel amenities were not told to us at check in. This is a great opportunity to sell everything the hotel has to offer"
    Reviewed November 9, 2026
    Roundtrip • Vancouver (YVR) - Lexington (LEX)
    YVR - LEX • 2 stops LEX - YVR • 2 stops
    CA $1,104
    CA $1,066
    per traveller
    found 7 hours ago
    The Manchester
  • A hallway with a wooden console table, a framed floral artwork, and a glass shower enclosure with a view of greenery.
    Jan 12 - Jan 14

    Rose Hill Inn + Flight

    Versailles
    2 nights
    4.0 star property
    10/10 - Exceptional (76 reviews)
    "We stayed at Rose Hill inn for one night in the hideaway attic, and if was so cute and charming! The property is so beautiful and the home is very historic and interesting. The owners were very welcoming and the breakfast was delicious! Definitely recommend staying here."
    Reviewed November 9, 2026
    Roundtrip • Vancouver (YVR) - Lexington (LEX)
    YVR - LEX • 2 stops LEX - YVR • 2 stops
    CA $1,047
    CA $1,013
    per traveller
    found 7 hours ago
    Rose Hill Inn

Where to stay in Skycrest

Find the best Skycrest areas and neighborhoods for the activities you enjoy most. Learn more about Skycrest
Learn more about Skycrest
A stone wall with a water feature and a horse-drawn carriage path.
Photo by Geraldine Soh
Open Photo by Geraldine Soh

Downtown Lexington

While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Explorium.
A parade with people in colorful costumes on a wet street.
Photo by Hyelsinta
Open Photo by Hyelsinta

Northside District

If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing are top sights worth seeing.
A river with a bridge, a town with historic buildings, and a hilly landscape in the background.

Liberty Area

If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.
A grand building with large wooden doors and a sign reading "First Methodist Episcopal Church South."
Photo by Hyelsinta
Open Photo by Hyelsinta

Historic South Hill

While Historic South Hill might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lexington Memorial Coliseum and Rupp Arena.
A white wooden fence leading to a building with two towers.

Beaumont Residential

If you're looking for some top things to see and do in Beaumont Residential and surrounding area, you can visit Kentucky Aviation Museum and Keeneland Racing Course.

Skycrest Hotel Deals

A self-service kiosk with snacks and beverages, a refrigerated display, and a counter with a digital screen.

Tru by Hilton University Medical Center

Tru by Hilton University Medical Center
2.5 star property
South Broadway Park, 1.2 km from Skycrest
9.4 out of 10, Exceptional, (752 reviews)
"Nice place to stay."
The price is CA $143
CA $166 total
includes taxes & fees
Nov 23 - Nov 24
Tru by Hilton University Medical Center
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.
See all properties in Skycrest

Frequently Asked Questions

How much does a Skycrest vacation package cost?

Less than you might think — from only CA $908, actually! By bundling hotels, flights and car rentals into a customized travel package, your Skycrest escape is just a few clicks away.

How do I get a cheap travel package to Skycrest?

Secure flights that suit your schedule, add a hotel to your booking and watch the savings pile up with a Skycrest vacation package. It's as easy as that! From hotels and flights to tours and rental cars, Expedia is where your cheap vacation begins. And with over 550 partner airlines and 1,000,000 properties throughout the world to pick from, you'll never be short of choice.

Where should I stay in Skycrest?

Most travelers who visit Skycrest put both University of Kentucky and Keeneland Racing Course on their bucket lists. Why not book a hotel near these top attractions?

How far in advance should I book my Skycrest vacation?

While not all air carriers release ticket prices early, it's usually possible to look up international airfares on Expedia up to 12 months in advance. This is the time you'll nab some incredible deals. If you've left everything to the last minute, there's a chance you could get lucky. Sometimes the cheapest prices emerge just weeks before departure.

What does an Expedia Skycrest travel package include?

That depends entirely on you. You can pick from a range of Skycrest packages, such as a flight, rental car and hotel. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like activities and experiences. Whatever your Skycrest getaway looks like, get set to save!

What should I know before booking a Skycrest travel package?

When you book your hotels, flights and car rentals together, you'll enjoy amazing discounts. Whether you're organizing a beach break in a villa or would rather stay in a cozy apartment in the city, Expedia can make it happen for less.

Can I choose my airline with a Skycrest Expedia vacation package?

Yes, and with over 550 airlines to pick from worldwide, you have plenty of choice. Look through the available options and see which airline best fits your budget and needs.

If I'm not able to travel, can I cancel my Skycrest vacation package?

If your vacation plans in Skycrest have changed, it's good to know that it is possible to cancel your booking. If you booked within the last 24 hours, you may be able to receive a refund. If your booking is older than that, your hotel, airline or car rental company may charge a fee. For more information, check our Customer Service Portal.

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