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
The price is $169 per night
$169
includes taxes & fees
$149 per night
Feb 24 - Feb 25
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
Pet friendly

Cumberland Falls State Resort Park
7351 Hwy. 90, Williamsburg, KY
Free Cancellation
Reserve now, pay when you stay
The price is $99 per night
$99
includes taxes & fees
$90 per night
Feb 26 - Feb 27
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
The price is $111 per night
$111
includes taxes & fees
$98 per night
Feb 24 - Feb 25
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
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Hampton Inn Pikeville
831 Hambley Blvd, Pikeville, KY
Free Cancellation
Reserve now, pay when you stay
The price is $155 per night
$155
includes taxes & fees
$135 per night
Mar 23 - Mar 24
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 securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include a business center, free newspapers, and laundry facilities.
Breakfast included
Pet friendly

Holiday Inn Express Middlesboro, an IHG Hotel
1252 N 12th St, Middlesboro, KY
Free Cancellation
The price is $131 per night
$131
includes taxes & fees
$119 per night
Feb 24 - Feb 25
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, securing valuables, and dry cleaning/laundry. 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
Reserve now, pay when you stay
The price is $99 per night
$99
includes taxes & fees
$90 per night
Mar 9 - Mar 10
At Sleep Inn & Suites, 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
The price is $98 per night
$98
includes taxes & fees
$89 per night
Mar 2 - Mar 3
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 vending machine and a TV in a common area.
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
The price is $107 per night
$107
includes taxes & fees
$94 per night
Mar 16 - Mar 17
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 TV in a common area.
Breakfast included
Pet friendly

Comfort Suites Prestonsburg West
51 Hal Rogers Dr, Prestonsburg, KY
Free Cancellation
Reserve now, pay when you stay
The price is $115 per night
$115
includes taxes & fees
$102 per night
Feb 27 - Feb 28
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
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 a picnic area, a gift shop, and a reception hall.
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
The price is $117 per night
$117
includes taxes & fees
$106 per night
Mar 9 - Mar 10
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 dry cleaning/laundry, luggage storage, and securing valuables. 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
The price is $66 per night
$66
includes taxes & fees
$60 per night
Mar 16 - Mar 17
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 | 695 hotels |
---|---|
Lowest Price | $66 |
Highest Price | $169 |
Popular hotels | The Olde Mill Inn Bed & Breakfast, Cumberland Falls State Resort Park, Cumberland Gap Inn, Hampton Inn Pikeville, Holiday Inn Express Middlesboro, an IHG Hotel, 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

Country Inn & Suites by Radisson, London, KY
5/5 Excellent
"Thus property is a quick on and off the I75. It was very clean and the staff at checking courteous and helpful. Lots of parking in a well lit lot. "
A verified traveler stayed at Country Inn & Suites by Radisson, London, KY
Posted 3 days ago
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