Pikeville Vacation Packages
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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.
GuestHouse Lexington
Price was CA $1,194, price is now CA $1,060 per person
CA $1,060
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
8.4/10 Very Good! (1,566 reviews)
TV did not work, tried to fix at 12:30am, and could not get working during our stay.
facility was under renovation
Reviewed on Apr 13, 2026
The Manchester
Distillery District
Price was CA $2,237, price is now CA $1,882 per person
CA $1,882
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
9.6/10 Exceptional! (1,211 reviews)
The hotel is absolutely remarkable. The style the feel the food was all great. The staff goes above and beyond to make sure you have an amazing experience. Would highly recommend.
Reviewed on Apr 17, 2026
21c Museum Hotel Lexington
Downtown Lexington
Price was CA $1,278, price is now CA $1,104 per person
CA $1,104
per person
Jun 10 - Jun 14
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
8.8/10 Excellent! (1,001 reviews)
This hotel was great! The location is right in the center of the downtown area. They also use phenomenal products in their showers. The body wash, shampoo and conditioner was some of the best I have ever used in a hotel. The valet service was great as well as the front desk staff! 10/10 would recommend to anyone heading to Lexington.
Reviewed on Apr 15, 2026
Montgomery Inn BnB
Price was CA $1,327, price is now CA $1,147 per person
CA $1,147
per person
Jun 10 - Jun 14
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
9.4/10 Exceptional! (104 reviews)
With terrible weather, travel issues regarding further travel (1/31/26 )storm , frigid temps,
Pam provided a warm and inviting place to stay
Reviewed on Feb 2, 2026
Origin Lexington a Wyndham Hotel
Price was CA $1,204, price is now CA $1,075 per person
CA $1,075
per person
Jun 10 - Jun 14
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
9.4/10 Exceptional! (1,005 reviews)
Rooms clean and comfortable. Roomy. Hotel easily accessible. Great shopping and restaurants within walking distance.
Reviewed on Mar 28, 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 Apr 23 to Apr 24
CA $122
CA $140 total
Apr 23 - Apr 24
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Hotel has easy access to surrounding restaurants and stores. Staff very nice at front desk.
Reviewed on Apr 16, 2026
Hampton Inn Pikeville
831 Hambley Blvd Pikeville KY
Fully refundableReserve now, pay when you stay
The price is CA $213 per night from Apr 26 to Apr 27
CA $213
CA $244 total
Apr 26 - Apr 27
includes taxes & fees
9.2/10 Wonderful! (564 reviews)
I've been here a few times and its a nice hotel. The staff are all super nice. However, during my last stay, I found hairs on the bed sheets, so it made me think they hadn't been washed. Other than that, everything else was good.
Reviewed on Apr 10, 2026
Daniel Boone Motor Inn
150 Weddington Branch Road Pikeville KY
Fully refundableReserve now, pay when you stay
The price is CA $86 per night from Apr 20 to Apr 21
CA $86
CA $96 total
Apr 20 - Apr 21
includes taxes & fees
7.4/10 Good! (403 reviews)
Woman checking me in was beyond nice and helpful. Close to places to grab food. Not far from Jenny Wiley State park and Breaks Interstate Park to hike.
Reviewed on Apr 13, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
