Prestonsburg Vacations from $639

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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.
Capital Plaza Hotel

Capital Plaza Hotel

3 out of 5
Price was $729, price is now $639 per person
$639
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
7.8/10 Good! (1,040 reviews)
We did not ask for our room to be cleaned/new towels but it was anyway. That was nice. This sink remained clogged so probably needs a more extensive fix. The windows are very thin. We could hear people speaking in the street six levels down. Beds are hard as rocks and this usually isn't a problem. Please discount the rate for themissing so many items right now. PS plain refrigerators are NOT mini bars!

Reviewed on Nov 6, 2026

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $789, price is now $684 per person
$684
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
8.8/10 Excellent! (1,005 reviews)
Loved the art gallery

Reviewed on Nov 7, 2026

Hampton Inn I-75 Lexington/Hamburg Area

Hampton Inn I-75 Lexington/Hamburg Area

2.5 out of 5
Price was $1,034, price is now $955 per person
$955
per person
Dec 23 - Dec 30
found 6 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Lexington (LEX)
8.6/10 Excellent! (1,000 reviews)

Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG

3 out of 5
Price was $1,001, price is now $925 per person
$925
per person
Dec 23 - Dec 30
found 6 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Lexington (LEX)
9/10 Wonderful! (1,009 reviews)

Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
Price was $775, price is now $719 per person
$719
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lexington (LEX)
9.4/10 Exceptional! (1,004 reviews)

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Stay 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.
See properties

Prestonsburg Hotel Deals

Spark by Hilton Prestonsburg

Spark by Hilton Prestonsburg

2 out of 5
80 Shoppers Path Prestonsburg KY
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $102 total per night from Dec 1 to Dec 2
$102 total
Dec 1 - Dec 2
Total with taxes and fees
Spark by Hilton Prestonsburg
Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West

2.5 out of 5
51 Hal Rogers Dr Prestonsburg KY
Fully refundable
$101 nightly
The price is $115 total per night from Dec 6 to Dec 7
$115 total
Dec 6 - Dec 7
Total with taxes and fees
Comfort Suites Prestonsburg West
Quality Inn & Suites Prestonsburg next to Mountain Arts Center

Quality Inn & Suites Prestonsburg next to Mountain Arts Center

2.5 out of 5
85 Hal Rogers Drive Prestonsburg KY
Fully refundable
$94 nightly
The price is $106 total per night from Dec 6 to Dec 7
$106 total
Dec 6 - Dec 7
Total with taxes and fees
Quality Inn & Suites Prestonsburg next to Mountain Arts Center
See all 105 properties in Prestonsburg
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 $639 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.