Prestonsburg Vacations from $515

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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 $613, price is now $515 per person
$515
per person
Feb 12 - Feb 16
found 17 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Lexington (LEX)
8.2/10 Very Good! (1,040 reviews)
Awesome! We noticed a flyer for a bourbon tasting on the counter during check in featuring four Rip Van Winkle pours. We rearranged our dinner plans and had a fabulous evening!

Reviewed on Dec 27, 2025

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was $771, price is now $610 per person
$610
per person
Feb 12 - Feb 16
found 11 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
8.8/10 Excellent! (1,002 reviews)
The room was nice and the views were great

Reviewed on Jan 4, 2026

The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
Downtown Lexington
Price was $819, price is now $659 per person
$659
per person
Feb 12 - Feb 16
found 11 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
9.4/10 Exceptional! (838 reviews)
Personable staff. Clean rooms. Easy parking. Large rooms.

Reviewed on Jan 8, 2026

Home2 Suites by Hilton Lexington University / Medical Center

Home2 Suites by Hilton Lexington University / Medical Center

3 out of 5
Zandale
Price was $874, price is now $726 per person
$726
per person
Apr 1 - Apr 6
found 9 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to Lexington (LEX)
8.8/10 Excellent! (1,000 reviews)
Room, service and breakfast were excellent, but a lot of kids-teenagers making a lot noises running everywhere in the corridors (3rd floor, at least) up to 12 midnight, help putting some restrictions in writing but nothing was around. I complained about but nothing (at the front desk-call) a male answer; I complained again around 11:30-12pm and female answer and this time she when to check, she did a great job for both sides.

Reviewed on Jan 5, 2026

The St. Clair

The St. Clair

2 out of 5
Price was $778, price is now $647 per person
$647
per person
Apr 5 - Apr 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lexington (LEX)
9/10 Wonderful! (70 reviews)
Clean room, helpful staff, comfortable bed, very nice TV.

Reviewed on Dec 31, 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

Archer Park

After visiting Archer Park, make a plan to see the other sights and activities in Prestonsburg. Take in the live music and sunrises in the area.

Archer 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

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
$101 nightly
The price is $115 total per night from Jan 14 to Jan 15
$115 total
Jan 14 - Jan 15
Total with taxes and fees
8.6/10 Excellent! (698 reviews)
Excellent as usual!

Reviewed on Jan 3, 2026

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
$88 nightly
The price is $100 total per night from Jan 18 to Jan 19
$100 total
Jan 18 - Jan 19
Total with taxes and fees
8/10 Very Good! (360 reviews)
Clean rooms, kind staff.

Reviewed on Dec 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
$60 nightly
The price is $66 total per night from Feb 8 to Feb 9
$66 total
Feb 8 - Feb 9
Total with taxes and fees
6.4/10 (517 reviews)
Clean room, friendly staff, and a quick, easy check-in. Exactly what you want from a great stay.

Reviewed on Jan 4, 2026

Super 8 by Wyndham Prestonsburg
See all 101 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 $515 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.