Prestonsburg Vacation Packages
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Your Prestonsburg Vacation
There's plenty to like about Prestonsburg, from its historical landmarks to its spectacular views. When you're ready to say hi to this lively city, our Prestonsburg vacation packages will be perfect for you. You'll want to do a little exploring during your trip to Prestonsburg. Don't miss famous attractions like Jenny Wiley State Resort Park, Mountain Arts Center and East Kentucky Science Center and Planetarium. Whoever you're heading away with and whatever you want to spend, your dream Prestonsburg vacation is just a few clicks away with Expedia.
Top Prestonsburg Vacation Deals
Price found within the past 48 hours. Click for updated prices.
21c Museum Hotel Lexington
Downtown Lexington
Price was CA $971, price is now CA $870 per person
CA $870
per person
Jun 12 - Jun 14
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
8.8/10 Excellent! (1,000 reviews)
Awesome location with tons of artistic charm.
Reviewed on May 6, 2026
Holiday Inn Express Lexington Horse Park Area by IHG
Price was CA $1,012, price is now CA $943 per person
CA $943
per person
Jun 12 - Jun 14
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
9.4/10 Exceptional! (2,196 reviews)
Traveling with a "service dog" the employee referred to her as a "service pet" which caused both my husband and I to laugh, however knowing the laws regarding service animals is appreciated.
Reviewed on May 11, 2026
The Sire Hotel Lexington, Tapestry Collection by Hilton
Downtown Lexington
Price was CA $1,036, price is now CA $966 per person
CA $966
per person
Jun 12 - Jun 14
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
9.4/10 Exceptional! (881 reviews)
Liked the courtyard area and the deck.
Reviewed on May 11, 2026
DoubleTree Suites by Hilton Hotel Lexington
Price was CA $933, price is now CA $875 per person
CA $875
per person
Jun 12 - Jun 14
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Lexington (LEX)
8.8/10 Excellent! (1,003 reviews)
Atrium was beautiful- rooms large and little balcony was adorable! The shower was huge!
Reviewed on May 11, 2026
Prestonsburg Hotel Deals
Comfort Suites Prestonsburg West
51 Hal Rogers Dr Prestonsburg KY
Fully refundable
The price is CA $168 per night from May 17 to May 18
CA $168
CA $190 total
May 17 - May 18
includes taxes & fees
8.6/10 Excellent! (730 reviews)
Poor
Reviewed on May 5, 2026
Quality Inn & Suites Prestonsburg next to Mountain Arts Center
85 Hal Rogers Drive Prestonsburg KY
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from May 31 to Jun 1
CA $150
CA $171 total
May 31 - Jun 1
includes taxes & fees
8/10 Very Good! (388 reviews)
Everything was good. Great Breakfast, with BACON! only issue was, no automatic sliding doors when walking in. Strange.. I never realized how important automatic doors were until I'm trying to walk in a motel with a bunch of luggage.
Reviewed on May 11, 2026
Super 8 by Wyndham Prestonsburg
80 Shoppers Path Prestonsburg KY
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from May 28 to May 29
CA $115
CA $127 total
May 28 - May 29
includes taxes & fees
6.4/10 (539 reviews)
They were doing a lot of construction so it was somewhat load until 8 at night
Reviewed on May 3, 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.
