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Historic Hotels in Eastern Kentucky

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Featured Eastern Kentucky Historic Hotels

The Olde Mill Inn Bed & Breakfast
The Olde Mill Inn Bed & Breakfast
2.5 out of 5
603 Pennlyn Avenue, Cumberland Gap, TN
Stay at this B&B in Cumberland Gap. Enjoy free breakfast, free parking, and conference space. Our guests praise the breakfast in our reviews. Popular attractions ...
The Olde Mill Inn Bed & Breakfast
Cumberland Falls State Resort Park
Cumberland Falls State Resort Park
3.5 out of 5
7351 Hwy. 90, Williamsburg, KY
Stay at this 3.5-star family-friendly hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the restaurant ...
Cumberland Falls State Resort Park
Cumberland Gap Inn
Cumberland Gap Inn
2.5 out of 5
630 Brooklyn Street, Cumberland Gap, TN
Fully refundableReserve now, pay when you stay
Stay at this motel in Cumberland Gap. Enjoy free WiFi, free parking, and balconies or patios. Popular attractions Cumberland Gap National Historical Park and ...
Cumberland Gap Inn
Hampton Inn Pikeville
Hampton Inn Pikeville
2.5 out of 5
831 Hambley Blvd, Pikeville, KY
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Pikeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hampton Inn Pikeville
Holiday Inn Express Middlesboro, an IHG Hotel
Holiday Inn Express Middlesboro, an IHG Hotel
2.5 out of 5
1252 N 12th St, Middlesboro, KY
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express Middlesboro, an IHG Hotel
Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Sleep Inn & Suites
Econo Lodge Middlesboro
Econo Lodge Middlesboro
2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
Fully refundableReserve now, pay when you stay
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Econo Lodge Middlesboro
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
Book a stay at this business-friendly hotel in Prestonsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Quality Inn & Suites Prestonsburg next to Mountain Arts Center
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
Book a stay at this business-friendly hotel in Prestonsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Comfort Suites Prestonsburg West
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
Book a stay at this business-friendly hotel in Prestonsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Super 8 by Wyndham Prestonsburg
Jenny Wiley State Resort Park
Jenny Wiley State Resort Park
3 out of 5
75 Theatre Ct, Prestonsburg, KY
Stay at this 3-star hotel in Prestonsburg. Enjoy free parking, an outdoor pool, and a marina. Our guests praise the helpful staff and the clean rooms in our ...
Jenny Wiley State Resort Park
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.