Prestonsburg Vacations from $330

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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.
Motel 6 Lexington, KY - East I-75

Motel 6 Lexington, KY - East I-75

2 out of 5
Price was $425, price is now $330 per person
$330
per person
Nov 6 - Nov 10
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
7/10 Good! (1,000 reviews)
I have always enjoyed staying at the Motel 6.

Reviewed on Aug 18, 2025

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Save 100% on your flight
Price was $893, price is now $637 per person
$637
per person
Nov 6 - Nov 10
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
8.8/10 Excellent! (1,000 reviews)
Beautiful historic building. Big rooms, views. Fantastic shower and the robes are luxurious touch. Wonderful gallery. Extremely friendly staff.Stay here often.Live it!

Reviewed on Aug 9, 2025

The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
Downtown Lexington
Save 100% on your flight
Price was $990, price is now $718 per person
$718
per person
Nov 6 - Nov 10
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
9.4/10 Exceptional! (820 reviews)
Like: The neighborhood and close dining. Breakfast was nice. Staff were awesome! Thank you. A little bit let down by the "spa shower".

Reviewed on Jul 29, 2025

Comfort Suites

Comfort Suites

2.5 out of 5
Price was $500, price is now $382 per person
$382
per person
Nov 6 - Nov 10
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
8.6/10 Excellent! (1,001 reviews)
Spacious, very clean and fresh, very comfortable.

Reviewed on Jul 20, 2025

Home2 Suites by Hilton Lexington University / Medical Center

Home2 Suites by Hilton Lexington University / Medical Center

3 out of 5
Zandale
Price was $725, price is now $561 per person
$561
per person
Nov 6 - Nov 10
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lexington (LEX)
8.8/10 Excellent! (982 reviews)
Closeness to shopping and eateries

Reviewed on Aug 19, 2025

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Discover the most popular places to visit in Prestonsburg

Jenny Wiley State Resort Park

Explore the great outdoors at Jenny Wiley State Resort Park, a lovely green space in Prestonsburg. Wander the riverfront or discover the area's mountain views.

Jenny Wiley State Resort Park

StoneCrest Golf Course

Enjoy a round of golf in Prestonsburg at StoneCrest Golf Course. Stroll along the riverfront or discover the area's mountain views.

StoneCrest Golf Course

East Kentucky Science Center and Planetarium

You can spend an afternoon studying the exhibits at East Kentucky Science Center and Planetarium during your trip to Prestonsburg. Discover the area's mountain views and sunrises.

East Kentucky Science Center and Planetarium

Prestonsburg Hotel Deals

Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West

2.5 out of 5
51 Hal Rogers Dr, Prestonsburg, KY
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $125 total per night from Aug 22 to Aug 23
$125 total
Aug 22 - Aug 23
Total includes taxes and fees
8.4/10 Very Good! (649 reviews)
"The beds were very comfortable and the couch was too. Breakfast was fabulous! Would definitely stay there again."

Reviewed on Aug 13, 2025

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 refundableReserve now, pay when you stay
$93 nightly
The price is $105 total per night from Sep 8 to Sep 9
$105 total
Sep 8 - Sep 9
Total includes taxes and fees
8/10 Very Good! (321 reviews)
"Well lite ,, plenty of parking ,"

Reviewed on Aug 15, 2025

Quality Inn & Suites Prestonsburg next to Mountain Arts Center
Super 8 by Wyndham Prestonsburg

Super 8 by Wyndham Prestonsburg

2 out of 5
80 Shoppers Path, Prestonsburg, KY
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $74 total per night from Aug 26 to Aug 27
$74 total
Aug 26 - Aug 27
Total includes taxes and fees
6.4/10 (494 reviews)
"There was an awful smell in the hallway out there alone but the room was great"

Reviewed on Jun 8, 2025

Super 8 by Wyndham Prestonsburg
See all 100 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.

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Frequently asked questions

How much does a Prestonsburg vacation package cost?
Offering excellent value package deals from $330 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.