Skycrest Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Skycrest
Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Lexington
Downtown Lexington
CA $882
per person
Sep 11 - Sep 13
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
8.8/10 Excellent! (1,004 reviews)
We had a wonderful stay at the Hyatt. Shout out especially to Peter at the Registration desk who was so personable and helpful. Even though Barry Manilow had to cancel his concert, Peter sang Copacabana for us!
All of the staff and accommodations were amazing! I can very highly recommend Hyatt Regency Lexington.
Reviewed on Aug 5, 2026
21c Museum Hotel Lexington
Downtown Lexington
CA $1,011
per person
Sep 11 - Sep 13
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
8.8/10 Excellent! (1,000 reviews)
Coffee maker would not work in the room, toilet was not functioning when I arrived, restaurant and bar were under construction, a few signs of wear and tear in the units.
Reviewed on Aug 7, 2026
Elwood Hotel & Suites
CA $2,588
per person
Oct 29 - Nov 2
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Lexington (LEX)
9.4/10 Exceptional! (1,129 reviews)
Great charming place! Staff were excellent- Trace the bartender was a true artist with cocktails! Rooms were clean, super quiet and had a lot of space! Will recommend to anyone coming to town!
Reviewed on Aug 7, 2026
Where to stay in Skycrest
Find the best Skycrest areas and neighborhoods for the activities you enjoy most. Learn more about Skycrest
Downtown Lexington
1 out of top 10 points of interest in this area
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Northside District
If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing are top sights worth seeing.
Liberty Area
1 out of top 10 points of interest in this area
If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.
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.
Georgetown
If you're looking for some top things to see and do in Georgetown and surrounding area, you can visit Rupp Arena and Lexington Opera House.
Skycrest Hotel Deals
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
Fully refundableReserve now, pay when you stay
CA $163
CA $217 total
Sep 6 - Sep 7
includes taxes & fees
The Manchester
941 Manchester St Lexington KY
Fully refundableReserve now, pay when you stay
CA $226
CA $287 total
Sep 7 - Sep 8
includes taxes & fees
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
Fully refundableReserve now, pay when you stay
CA $160
CA $185 total
Aug 16 - Aug 17
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"Great location"
Reviewed on Aug 7, 2026
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.
Frequently asked questions
How much does a Skycrest vacation package cost?
Less than you might think — from only CA $882, 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.
Things to do
Unique Horse Farm Tours with Insider Access to Private Farms
CA $83
per adult
90% of travellers recommend
Lexington: Downtown Walking Food & History Tour
CA $139
per adult
100% of travellers recommend
Bites of the Bluegrass Cocktails & Bites Tour
CA $176
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.