Places to stay in Middlesboro, Kentucky
Middlesboro, also spelled Middlesborough, is a city in Bell County, Kentucky. It is the principal city of the Middlesborough, KY Micropolitan Statistical Area. Middlesboro is the largest city in Southeast Kentucky. Local dining options include Ike’s Artisan Pizza, Shades Cafe & Steak House, Conley’s Drive-in Restaurants, and Yamato Japanese Steakhouse.
If you are travelling in the area, Middlesboro is located close to Daniel Hollow, Dunn Cemetery, Bunky Hollow, Willis Cemetery and Keg Branch School (historical).
Available Middlesboro lodging
We currently have 11 accommodations in and around Middlesboro.
Middlesboro Hotels, Motels, Resorts, B&Bs and Extended Stay
Hotels
Econo Lodge
When you’re looking for accommodations that are easy to find, our pet-friendly Econo Lodge® hotel in Middlesboro is everything you could want and more. Located within easy reach of the area’s most prominent historic attractions.
1623 Cumberland Avenue
Middlesboro, Kentucky
Hotels
Sleep Inn
Newly constructed in 2010 with amenities and location perfect for business or lesiure travelers. Shopping and restaurants nearby. Free hot breakfast daily.
1260 N, 12th Street
Middlesboro, Kentucky
Bed & Breakfasts
Cumberland Manor Bed & Breakfast
Step back in time and visit The Cumberland Manor, a grand Victorian built in 1890.
This 6000 square foot home has inviting public rooms elegantly decorated with period antiques and a beautifully hand-carved staircase.
208 Arthur Hts.
Middlesboro, Kentucky
Bed & Breakfasts
The Olde Mill Inn Bed And Breakfast
Approx 4 miles away in Cumberland Gap:
Come stay in our Romantic First Class Secluded Bed and Breakfast where you can get away from everything and just spend time together snuggled up in our wonderful beds in one of our soft robes or stroll our little town and grab a cup of coffee and .....
603 Pennlyn Avenue
Cumberland Gap, Tennessee
Bed & Breakfasts
The Olde Mill Inn Bed & Breakfast
Approx 4 miles away in Cumberland Gap:
Built in two phases, The Olde Mill Inn Bed & Breakfast is rich with historic detail and balanced with the modern amenities you seek. Seven guest rooms, all with private bathrooms, are decorated in the style of era in which the structure was built.
603 Pennlyn Avenue
Cumberland Gap, Tennessee
Motels
Boone Trail Inn
Boone Trail Inn is located off the scenic Cumberlang Gap Parkway (U.S. 25E) near Middlesboro, Kentucky. The area is surrounded by beautiful mountains and blue skies. The inn is just south of Pine Mountain State Park and north of Cumberland Gap National Historic Park..
2105 US 25 East
Middlesboro, Kentucky
Bed & Breakfasts
The Olde Mill Bed & Breakfast
Approx 4 miles away in Cumberland Gap:
603 Pennlyn Avenue
Cumberland Gap, Tennessee
Middlesboro Camping & RV, Cottages, Rentals and Lodges / Ranches
Campsite / RV Parks
Cumberland Gap National Historical Park
Highway 25 East, Quarter-mile South Of Middlesboro
Middlesboro, Kentucky
Other useful links:
Renamed properties
- Econo Lodge at 1623 Cumberland Avenue may have been previously known as Days InnSuburban Extended Stay Hotel or Downtown Inn And Suites