Historic Hotels & Resorts in Eastern Kentucky from AU$149

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Eastern Kentucky Historic Hotels

Tonight
8 Aug - 9 Aug
Tomorrow
9 Aug - 10 Aug
This weekend
8 Aug - 10 Aug
Next weekend
15 Aug - 17 Aug

Best Eastern Kentucky Historic Hotels

The Olde Mill Inn Bed & Breakfast
Relax in this inviting living room with a sofa, coffee table, and potted plant.

The Olde Mill Inn Bed & Breakfast

2.5 star property
9.0 out of 10, Wonderful, (412)
"Very accommodating, delicious food and friendly environment, beautiful area"
The price is AU$233
includes taxes & fees
10 Aug - 11 Aug
The Olde Mill Inn Bed & Breakfast
Climb On Inn-RRG- 3BD & 2BA - Outdoor Adventure Paradise- Pet Friendly -Cozy
Relax in this rustic retreat with a foosball table, dartboard, and cozy atmosphere.

Climb On Inn-RRG- 3BD & 2BA - Outdoor Adventure Paradise- Pet Friendly -Cozy

9.6 out of 10, Exceptional, (116)
"At the last minute we needed a place to stay to break up our work trip to Nashville, so we decided to stop in the area to do a quick day of hiking. This place was perfect and had all the little things you may have forgot to bring. Super close to hiking areas. "
Climb On Inn-RRG- 3BD & 2BA - Outdoor Adventure Paradise- Pet Friendly -Cozy
Cumberland Falls State Resort Park
Surrounded by lush greenery, a natural waterfall cascades over a rocky ledge, creating a scenic environment.

Cumberland Falls State Resort Park

3.5 star property
8.4 out of 10, Very good, (1001)
"Friendly staff, quiet place to stay."
Cumberland Falls State Resort Park
Cumberland Gap Inn
Restful retreat with a patterned bedspread and dark wood bed frame.

Cumberland Gap Inn

2.5 star property
8.0 out of 10, Very good, (576)
"Great stay"
The price is AU$170
includes taxes & fees
9 Aug - 10 Aug
Cumberland Gap Inn
Hampton Inn Pikeville
Relax in this stylish room with a central dining area, comfortable seating spaces, and a bar area.

Hampton Inn Pikeville

2.5 star property
9.2 out of 10, Wonderful, (501)
"Everyone and rooms were fantastic! "
The price is AU$262
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn Pikeville
Holiday Inn Express Middlesboro by IHG
Restful nights await in this inviting bed, complete with a neatly made bedspread.

Holiday Inn Express Middlesboro by IHG

2.5 star property
9.6 out of 10, Exceptional, (670)
"Bed was amazingly comfortable..continental breakfast with great options.. staff very friendly and helpful."
The price is AU$215
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express Middlesboro by IHG
Sleep Inn & Suites
Welcome to our hotel, featuring a beautifully landscaped entrance with a symmetrical design and neatly trimmed hedges.

Sleep Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (759)
"Had a wonderful stay. Beds great, awesome water pressure in shower, staff every friendly "
The price is AU$168
includes taxes & fees
31 Aug - 1 Sept
Sleep Inn & Suites
Econo Lodge Middlesboro
Two single beds with white linens and a bedspread, flanked by nightstands with lamps.

Econo Lodge Middlesboro

2.0 star property
7.2 out of 10, Good, (422)
"Staff was very friendly. "
The price is AU$149
includes taxes & fees
17 Aug - 18 Aug
Econo Lodge Middlesboro
Quality Inn & Suites Prestonsburg next to Mountain Arts Center
Experience the charm of Quality Inn & Suites, set amidst a beautiful tree and surrounded by a spacious parking area.

Quality Inn & Suites Prestonsburg next to Mountain Arts Center

2.5 star property
8.0 out of 10, Very good, (319)
"Clean and extremely spacious rooms"
The price is AU$163
includes taxes & fees
8 Sept - 9 Sept
Quality Inn & Suites Prestonsburg next to Mountain Arts Center
Comfort Suites Prestonsburg West
Relax in a spacious room with a large bed, sofa, and flat-screen TV.

Comfort Suites Prestonsburg West

2.5 star property
8.6 out of 10, Excellent, (648)
"The staff was terrific!"
The price is AU$191
includes taxes & fees
11 Aug - 12 Aug
Comfort Suites Prestonsburg West
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.

Top Eastern Kentucky Hotel Reviews

Cumberland Falls State Resort Park

Cumberland Falls State Resort Park

10/10 Excellent
"Beautiful area and very friendly staff. Dining options are limited so want to prepare for that. Otherwise, great stay; would return. "
Michele 2-night trip
Posted 7 days ago
Cumberland Falls State Resort Park