Historical Hotels in Eastern Kentucky, KY
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Featured Eastern Kentucky Historic Hotels

The Olde Mill Inn Bed & Breakfast
603 Pennlyn Avenue, Cumberland Gap, TN
$130 nightly
The price is $148 total per night
$148 total
Nov 11 - Nov 12
Total with taxes and fees
Guests of The Olde Mill Inn Bed & Breakfast enjoy free WiFi in public areas, conference space, and a terrace. There's free parking if you drive. Multilingual staff is on hand to answer questions. This smoke-free bed & breakfast also has wedding services.
Breakfast included
Parking included

Climb On Inn-RRG- 3BD & 2BA - Outdoor Adventure Paradise- Pet Friendly -Cozy
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer

Cumberland Falls State Resort Park
7351 Hwy. 90, Williamsburg, KY
Guests of Cumberland Falls State Resort Park enjoy a children's pool, free WiFi in public areas, and meeting rooms. If you decide to drive, there's free parking. Front-desk staff are standing by 24/7 to assist with any requests. Other amenities at this family-friendly hotel include a seasonal outdoor pool, a microwave in a common area, and a terrace.
Pool
Pet friendly

Cumberland Gap Inn
630 Brooklyn Street, Cumberland Gap, TN
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $111 total per night
$111 total
Nov 11 - Nov 12
Total with taxes and fees
Guests staying at Cumberland Gap Inn enjoy free WiFi in public areas, a terrace, and barbecue grills. A stay here includes free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. This motel also has a vending machine.
Pet friendly
Parking included

Hampton Inn Pikeville
831 Hambley Blvd, Pikeville, KY
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $136 total per night
$136 total
Nov 30 - Dec 1
Total with taxes and fees
Hampton Inn Pikeville features a gym, free WiFi in public areas, and conference space. If you drive, take advantage of free parking. Front-desk staff can answer questions 24/7, and assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include a business center, free newspapers, and laundry facilities.
Breakfast included
Pet friendly

Holiday Inn Express Middlesboro by IHG
1252 N 12th St, Middlesboro, KY
Free Cancellation
$120 nightly
The price is $132 total per night
$132 total
Nov 30 - Dec 1
Total with taxes and fees
At Holiday Inn Express Middlesboro by IHG, guests enjoy an outdoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. Front-desk staff can answer questions 24/7, and assist with luggage storage, dry cleaning/laundry, and securing valuables. Additional amenities include conference space, a 24-hour business center, and free newspapers.
Pool
Breakfast included

Sleep Inn & Suites
1260 N, 12th Street, Middlesboro, KY
Free Cancellation
$87 nightly
The price is $96 total per night
$96 total
Dec 7 - Dec 8
Total with taxes and fees
At Sleep Inn & Suites Middlesboro, guests have access to a gym, free WiFi in public areas, and a 24-hour business center. If you plan to drive, free parking is available. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include a computer station, free newspapers, and laundry facilities.
Breakfast included
Pet friendly

Econo Lodge Middlesboro
1623 Cumberland Avenue, Middlesboro, KY
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $83 total per night
$83 total
Nov 16 - Nov 17
Total with taxes and fees
At Econo Lodge Middlesboro, guests have access to free WiFi in public areas, a seasonal outdoor pool, and laundry facilities. If you decide to drive, there's free parking. The 24-hour front desk has staff always at the ready. Additional amenities include a TV in a common area and a vending machine.
Pool
Breakfast included

Quality Inn & Suites Prestonsburg next to Mountain Arts Center
85 Hal Rogers Drive, Prestonsburg, KY
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $106 total per night
$106 total
Nov 27 - Nov 28
Total with taxes and fees
Quality Inn & Suites Prestonsburg next to Mountain Arts Center features a 24-hour gym, free WiFi in public areas, and a business center. There's free parking if you drive. The 24-hour front desk has staff always at the ready. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a meeting room, laundry facilities, and a vending machine.
Breakfast included
Pet friendly

Comfort Suites Prestonsburg West
51 Hal Rogers Dr, Prestonsburg, KY
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $115 total per night
$115 total
Nov 16 - Nov 17
Total with taxes and fees
At Comfort Suites Prestonsburg West, guests enjoy an indoor pool, a gym, and free WiFi in public areas. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready. Additional amenities include a business center, a meeting room, and a computer station.
Pool
Breakfast included

Super 8 by Wyndham Prestonsburg
80 Shoppers Path, Prestonsburg, KY
Free Cancellation
Reserve now, pay when you stay
$64 nightly
The price is $70 total per night
$70 total
Dec 7 - Dec 8
Total with taxes and fees
Super 8 by Wyndham Prestonsburg features free WiFi in public areas, a business center, and free newspapers. Free parking is available if you drive. The 24-hour front desk has staff always at the ready. This hotel also has a vending machine.
Breakfast included
Pet friendly

Jenny Wiley State Resort Park
75 Theatre Ct, Prestonsburg, KY
Jenny Wiley State Resort Park features a marina, meeting rooms, and a seasonal outdoor pool. There's free parking if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include barbecue grills, a vending machine, and a fireplace in the lobby.
Pool
Pet friendly

Ramada Hotel & Conference Center by Wyndham Paintsville
624 James Trimble Blvd, Hwy 321 & James Trimble Blvd, Paintsville, KY
Free Cancellation
Reserve now, pay when you stay
$123 nightly
The price is $136 total per night
$136 total
Nov 16 - Nov 17
Total with taxes and fees
Ramada Hotel & Conference Center by Wyndham Paintsville features an indoor pool, an outdoor pool, and a 24-hour gym. Free parking is included with your stay. Front-desk staff can answer questions 24/7, and assist with securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include free WiFi in public areas, a hot tub, and conference space.
Pool
Hot Tub

Days Inn by Wyndham Paintsville
512 S Mayo Trail, Paintsville, KY
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $74 total per night
$74 total
Dec 7 - Dec 8
Total with taxes and fees
Days Inn by Wyndham Paintsville features an outdoor pool, free WiFi in public areas, and a business center. If you plan to drive, free parking is available. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a seasonal outdoor pool, free newspapers, and laundry facilities.
Pool
Breakfast included
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See all available properties in Eastern Kentucky
View all propertiesLowest 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.
Eastern Kentucky hotels essential information
Accommodation | 810 hotels |
|---|---|
Lowest Price | $70 |
Highest Price | $148 |
Popular hotels | The Olde Mill Inn Bed & Breakfast, Climb On Inn-RRG- 3BD & 2BA - Outdoor Adventure Paradise- Pet Friendly -Cozy , Cumberland Falls State Resort Park, Cumberland Gap Inn, Hampton Inn Pikeville, Holiday Inn Express Middlesboro by IHG, Sleep Inn & Suites, Econo Lodge Middlesboro, Quality Inn & Suites Prestonsburg next to Mountain Arts Center, Comfort Suites Prestonsburg West, Super 8 by Wyndham Prestonsburg, Jenny Wiley State Resort Park, Ramada Hotel & Conference Center by Wyndham Paintsville, Days Inn by Wyndham Paintsville |
Recent Historic Hotels Reviews

Baymont by Wyndham Corbin
5/5 Excellent
"Very friendly staff!"
A verified traveler stayed at Baymont by Wyndham Corbin
Posted 3 days ago
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