Prestonsburg Vacations from $754
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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.
The Latest Prestonsburg vacation packages
Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Hotel Lexington
$1,735
per person
Oct 23 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
8.8/10 Excellent! (1,002 reviews)
Clean and comfortable! Very well maintained.
Reviewed on Aug 15, 2026
21c Museum Hotel Lexington
Downtown Lexington
$1,207
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Lexington (LEX)
8.8/10 Excellent! (1,000 reviews)
There was issues with the air conditioner.... the room was very warm and the air conditioner turned off in the middle of the night.
Reviewed on Aug 15, 2026
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View all tripsStay near popular Prestonsburg attractions
Jenny Wiley State Resort Park
8.6/10 (92 reviews)
Nestled in the Appalachians, this park offers serene lakeside recreation and historical significance. Experience Broadway-style shows at Jenny Wiley Theatre or explore hiking trails with stunning mountain vistas.
StoneCrest Golf Course
8.8/10 (25 reviews)
This championship course sits atop the Appalachians, offering views into neighboring states from its signature 13th hole. Book a morning tee time in fall to experience the vibrant mountain scenery at its finest.
East Kentucky Science Center & Varia Planetarium
8.6/10 (12 reviews)
The East Kentucky Science Center captivates with its rare GOTO Chronos Star Projector, one of only four worldwide. Experience the 40-foot dome's projected stars while enjoying immersive astronomical presentations.
Mountain Arts Center
8.0/10 (35 reviews)
This Appalachian cultural cornerstone showcases regional music and art in its intimate 1,044-seat theater. Catch a Kentucky Opry performance for an authentic mountain music experience that celebrates local talent.
Samuel May House
7.6/10 (8 reviews)
Step back in time at the Samuel May House, Kentucky's oldest brick home and a Confederate Civil War post. The guided tours reveal period furnishings and regional history in this Federal-style architectural treasure.
Archer Park
8.4/10 (25 reviews)
Archer Park offers diverse recreation with tennis courts, trails, and playgrounds year-round. During winter, the spectacular "Christmas in the Park" transforms the grounds with over a million dazzling holiday lights.
Middle Creek National Battlefield
8.2/10 (22 reviews)
This Civil War battlefield marks where future President James Garfield secured a crucial Union victory in 1862. Walk the interpretive trails and attend the September reenactment to witness history come alive.
Prestonsburg Hotel Deals
Comfort Suites Prestonsburg West
51 Hal Rogers Dr Prestonsburg KY
Fully refundable
$110 nightly
$124 total
Sep 6 - Sep 7
Total with taxes and fees
Spark by Hilton Prestonsburg
80 Shoppers Path Prestonsburg KY
Fully refundableReserve now, pay when you stay
$84 nightly
$93 total
Aug 24 - Aug 25
Total with taxes and fees
8.4/10 Very Good! (5 reviews)
"Clean, easily accessible, wonderful accommodations"
Reviewed on Aug 6, 2026
Quality Inn & Suites Prestonsburg next to Mountain Arts Center
85 Hal Rogers Drive Prestonsburg KY
Fully refundable
$102 nightly
$116 total
Sep 6 - Sep 7
Total with taxes and fees
8/10 Very Good! (397 reviews)
"The 2nd and 3rd floor are former smoking rooms that still have the horrible stench of the smoke. The 1st room I was in had a cracked window that I felt was unsafe. The 2nd room was a former smoke room. My 3rd room was back on the 1st floor with a horrible smelling desk chair....like sweat, body odor. ..."
Reviewed on Jul 20, 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.
Find the Best Prestonsburg Vacation Packages
Prestonsburg Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 3,300 |
Max Temp Winter | 45ºF |
Max Temp Summer | 85ºF |
Top Sights | East Kentucky Science Center and Planetarium, StoneCrest Golf Course and Archer Park |
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Frequently asked questions
How much does a Prestonsburg vacation package cost?
Offering excellent value package deals from $754 on Expedia, you'll be thrilled with how little a vacation to Prestonsburg costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Prestonsburg?
You can generally find reduced prices and better availability in January, September and October. Browse our cheap Prestonsburg vacation packages and you could land some excellent off-season deals.
How many days is enough for Prestonsburg?
With about 2 days, you'll have plenty of time to experience popular neighborhoods like Dwale and Auxier during your Prestonsburg vacation. Make sure to also add Archer Park and Samuel May House to your must-see list. Searching for more adventures? Consider venturing outside of Prestonsburg on day trips and tours.
Is it worth booking a vacation package to Prestonsburg?
Boasting a host of highlights starting with its excellent walking trails, Prestonsburg is a good vacation destination. Whether you'd like to visit sights such as Mountain Arts Center and StoneCrest Golf Course or take the path less traveled, you'll find plenty to see and do on your Prestonsburg vacation.
How to find the best Prestonsburg package deals?
Begin your search for a Prestonsburg package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Prestonsburg package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Prestonsburg escape off to a flying start.
Is it cheaper to book a Prestonsburg vacation as a package?
You can enjoy significant savings on your Prestonsburg escape by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Prestonsburg?
Enjoy incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Prestonsburg break.
Does Expedia offer Book Now, Pay Later Prestonsburg vacation packages?
If you're like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Prestonsburg break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
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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.