Find Historic Hotels in Prestonsburg, KY

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Prestonsburg Historic Hotels

No exact matches found, but these alternatives could be just right

Recommended hotels in Prestonsburg

Exterior
Quality Inn & Suites Prestonsburg next to Mountain Arts Center

Quality Inn & Suites Prestonsburg next to Mountain Arts Center

Quality Inn & Suites Prestonsburg next to Mountain Arts Center
2.5 star property
Prestonsburg
8.0 out of 10, Very Good, (358)
"Nice clean place. Great rooms and price. Very friendly staff. "
United States
Jason
The price is AED 384
AED 435 total
includes taxes & fees
13 Dec - 14 Dec
Quality Inn & Suites Prestonsburg next to Mountain Arts Center
Desk, blackout drapes, iron/ironing board, free cribs/infant beds
Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West
2.5 star property
Prestonsburg
8.6 out of 10, Excellent, (688)
"Room clean and staff just excellent!"
United States
Stephanie
The price is AED 371
AED 421 total
includes taxes & fees
28 Dec - 29 Dec
Comfort Suites Prestonsburg West
Interior
Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
9.8 out of 10, Exceptional, (9)
"We loved our stay at The Shotgun House! It was very clean, peaceful and safe. The bed was super comfortable, and we lacked for nothing as the host has the place fully stocked. Super easy check-in and out process. The location is perfect! You’re in town and within minutes of food, shopping and local entertainment. We will definitely stay again soon. "
United States
Tracey N.
The price is AED 347
AED 644 total
includes taxes & fees
15 Dec - 16 Dec
Cozy Home in Heart of Prestonsburg
Exterior
Super 8 by Wyndham Prestonsburg

Super 8 by Wyndham Prestonsburg

Super 8 by Wyndham Prestonsburg
2.0 star property
Prestonsburg
6.4 out of 10, (516)
"Friendly staff, clean room. "
United States
Heather
The price is AED 247
AED 272 total
includes taxes & fees
21 Dec - 22 Dec
Super 8 by Wyndham Prestonsburg
Lobby
The Landmark Hotel

The Landmark Hotel

The Landmark Hotel
3.5 star property
Pikeville
8.4 out of 10, Very Good, (1000)
"Staff was extremely helpful upon check-in and the room was clean and very comfortable."
United States
Dawn
The price is AED 327
AED 374 total
includes taxes & fees
13 Dec - 14 Dec
The Landmark Hotel
Free buffet breakfast
Holiday Inn Express Hotel & Suites Pikeville by IHG

Holiday Inn Express Hotel & Suites Pikeville by IHG

Holiday Inn Express Hotel & Suites Pikeville by IHG
2.5 star property
Pikeville
8.4 out of 10, Very Good, (582)
"Staff were amazing, parking accommodations were great as we had a truck and trailer, and breakfast was delicious. "
United States
Taylor
The price is AED 356
AED 408 total
includes taxes & fees
11 Jan - 12 January 2026
Holiday Inn Express Hotel & Suites Pikeville by IHG
Free daily breakfast
Comfort Inn Pikeville

Comfort Inn Pikeville

Comfort Inn Pikeville
2.5 star property
Pikeville
9.0 out of 10, Wonderful, (25)
"Great place to stay! Will definitely stay again if I’m in the area!"
United States
Kristy
The price is AED 499
AED 571 total
includes taxes & fees
11 Jan - 12 January 2026
Comfort Inn Pikeville
Free daily buffet breakfast
Hampton Inn Pikeville

Hampton Inn Pikeville

Hampton Inn Pikeville
2.5 star property
Pikeville
9.2 out of 10, Wonderful, (539)
"Parking was free, easy, and accessible. Breakfast was great and the staff were friendly. "
United States
Blaire
The price is AED 537
AED 615 total
includes taxes & fees
11 Jan - 12 January 2026
Hampton Inn Pikeville
Children's play area - outdoor
Daniel Boone Motor Inn

Daniel Boone Motor Inn

Daniel Boone Motor Inn
2.5 star property
Pikeville
7.4 out of 10, Good, (383)
"Clean room big bed. "
United States
Anna
The price is AED 231
AED 257 total
includes taxes & fees
13 Dec - 14 Dec
Daniel Boone Motor Inn
Aerial view
Brookshire Inn

Brookshire Inn

Brookshire Inn
2.5 star property
Inez
8.0 out of 10, Very Good, (110)
"Everything was great"
United States
Jason
The price is AED 331
AED 354 total
includes taxes & fees
13 Dec - 14 Dec
Brookshire Inn
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.
View all properties

Top Prestonsburg Hotel Reviews

Days Inn by Wyndham Paintsville

Days Inn by Wyndham Paintsville

10/10 Excellent
"Had the greatest and most compassionate staff. "
Jaime 1-night trip
Posted 5 days ago
Days Inn by Wyndham Paintsville

Explore a world of travel with Expedia

Frequently asked questions

What can I expect on my historical trip to Prestonsburg?
A trip to the historical places in Prestonsburg is likely at the top of your sightseeing list. While you're visiting this family-friendly area, why not also discover all you'll find to see and do here?
How many historical hotels will I find in Prestonsburg?
Prestonsburg is home to 10 hotel accommodations bookable on Expedia though you won't find many designated historic hotels.
What are the most important historical places and other sights to visit in Prestonsburg?
Landmarks like Middle Creek National Battlefield and Samuel May House in Prestonsburg might be worth a visit. Cultural venues include Mountain Arts Center and East Kentucky Science Center & Varia Planetarium. A couple of additional sights to add to your agenda are StoneCrest Golf Course and Jenny Wiley State Resort Park.
What is a historic hotel like in Prestonsburg?
Guests who choose a historic hotel can enjoy a vacation in a building that has an officially recognized historic designation. A castle, a palace or even a pub or an old police station can be transformed into a historic hotel as long as it has special significance. Traditional architecture and period features are often found in the public spaces and guestrooms of these historic hotels in Prestonsburg, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is a term often used in the U.S. though overall the terms are quite similar. The architecture and building of historic hotels are generally the most significant aspect. For a heritage hotel, mainly, it's cultural value as well as how it shaped the community.
Do historic hotels in Prestonsburg have modern facilities?
Hotels have the safety features and modern conveniences you've come to expect, but every effort is made to preserve treasured traditions and historic facades. WiFi, heating and air conditioning, updated bathroom facilities, and the popular amenities found in a hotel will be available in a historic hotel. Rest assured that when you choose a historic hotel in Prestonsburg, you won't find a place that's uncomfortable or rundown.