Pikeville Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 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
Your Pikeville Vacation
Our Pikeville vacation packages give you the power to customize your own adventure. Tailor your getaway to your style and interests and make the most of your time in this interesting city. Eager to explore? University of Pikeville, Eastern Kentucky Exposition Center and Dils Cemetery are three of the top places to visit during your trip to Pikeville. Whoever you're traveling with and whatever the size of your budget, your ultimate Pikeville vacation is only clicks away with Expedia.
Top Pikeville Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Elwood Hotel & Suites
Price was CA $959, price is now CA $932 per person
CA $932
per person
May 12 - May 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
9.4/10 Exceptional! (1,046 reviews)
Everything at the hotel was excellent. Room, staff, restaurant, and bar. Plenty of restaurants and things to do. It was just a couple blocks from University of Kentucky campus.
Reviewed on Mar 24, 2026
The Kentucky Castle
Price was CA $3,370, price is now CA $3,141 per person
CA $3,141
per person
May 12 - May 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
7.8/10 Good! (17 reviews)
Angie at the front desk and Jacob went above and beyond for us and was one of the most amazing staff members we’ve ever encountered.
Reviewed on Mar 20, 2026
DoubleTree Suites by Hilton Hotel Lexington
Price was CA $1,062, price is now CA $1,006 per person
CA $1,006
per person
May 12 - May 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
8.8/10 Excellent! (1,007 reviews)
The stay was enjoyable, the staff was very friendly and accomodating, the room could have been cleaner, there were stains and peeling paint on the ceiling in the bathroom, there was something that had run out of a vent on the bathroom wall leaving a white stain on the wall, the air conditioner unit was extremely loud when operating. Given the cost of the stay, I would expect these minor things to have been corrected prior the guest arrival.
Reviewed on Mar 16, 2026
The Aldenberg Hotel
Price was CA $1,258, price is now CA $1,225 per person
CA $1,225
per person
May 12 - May 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
9.8/10 Exceptional! (6 reviews)
Room was clean. Staff was friendly and professional. Good location, walkable to restaurants and shops.
Reviewed on Feb 16, 2026
Pikeville Hotel Deals
The Landmark Hotel
190 S Mayo Trail Pikeville KY
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Mar 26 to Mar 27
CA $122
CA $140 total
Mar 26 - Mar 27
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
The exterior looks borderline terrible, but the room was in good condition. The staff was clearly the best part of my stay by a long shot. They were helpful and very accommodating. Went above and beyond to make me as comfortable as possible.
Reviewed on Mar 22, 2026
Hampton Inn Pikeville
831 Hambley Blvd Pikeville KY
Fully refundableReserve now, pay when you stay
The price is CA $214 per night from Mar 29 to Mar 30
CA $214
CA $245 total
Mar 29 - Mar 30
includes taxes & fees
9.2/10 Wonderful! (558 reviews)
This hotel was clean, the staff I encountered were all nice, and I had no issues during my stay. Would definitely stay here again.
Reviewed on Mar 19, 2026
Daniel Boone Motor Inn
150 Weddington Branch Road Pikeville KY
Fully refundableReserve now, pay when you stay
The price is CA $87 per night from Mar 26 to Mar 27
CA $87
CA $96 total
Mar 26 - Mar 27
includes taxes & fees
7.4/10 Good! (396 reviews)
Excellent friendly staff! People upstairs got a little noisy outside and cops were outside right after I got there so I was a little worried but it could have been an emergency situation, the rest of the stay was quiet theyre very accommodating and pet friendly! Away from main road , peaceful setting ...
Reviewed on Mar 19, 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
