Hotels in Middlesboro

Comfort Inn
Comfort Inn
2608 South Highway 421, Harlan
2.5 out of 5.0
4.0 out of 5 (2 reviews)

Located in the heart of Harlan, this hotel is 0.8 mi (1.3 km) from Harlan Appalachian Regional Healthcare Hospital and 1.9 mi (3 km) from The Harlan Center. ...

$121

$121
Holiday Inn Express Middlesboro
Holiday Inn Express Middlesboro
1252 N 12th St, Middlesboro
2.5 out of 5.0
3.8 out of 5 (11 reviews)

Situated in Middlesboro, this hotel is 0.2 mi (0.3 km) from Middlesboro Mall and 1.4 mi (2.3 km) from Bell County Historical Society Museum. Cumberland Gap National ...

$114

$114
Sleep Inn & Suites
Sleep Inn & Suites
1260 N, 12th Street, Middlesboro
2.0 out of 5.0
4.0 out of 5 (9 reviews)

Located in the heart of Middlesboro, this hotel is 0.3 mi (0.6 km) from Middlesboro Mall and 1.5 mi (2.5 km) from Bell County Historical Society Museum. Cumberland ...

$116

$116
Best Western Wilderness Trail Inn
Best Western Wilderness Trail Inn
1476 S US Highway 25E, Barbourville
2.5 out of 5.0
3.8 out of 5 (5 reviews)

Situated in Barbourville, this hotel is 2 mi (3.2 km) from Barbourville Water Park and 6.6 mi (10.7 km) from Dr Thomas Walker State Park. Wasioto Winds Golf ...

$110

$110
Cumberland Inn & Museum
Cumberland Inn & Museum
649 S 10th St, Williamsburg
3.5 out of 5.0
3.5 out of 5 (2 reviews)

Situated in Williamsburg, this hotel is 1 mi (1.6 km) from Kentucky Splash Water Park and within 16 mi (25 km) of Memorial Park and The Arena at SE KY Agricultural ...

$110

$110
Days Inn Middlesboro KY
Days Inn Middlesboro KY
1623 Cumberland Ave, Middlesboro
2.0 out of 5.0
2.7 out of 5 (10 reviews)

Situated in Middlesboro, this motel is within 1 mi (2 km) of Bell County Historical Society Museum and Middlesboro Mall. Cumberland Gap National Historical Park ...

The Olde Mill Inn Bed and Breakfast
The Olde Mill Inn Bed and Breakfast
603 Pennlyn Avenue, Cumberland Gap
2.5 out of 5.0

Situated in the historical district, this bed & breakfast is within 6 mi (10 km) of Middlesboro Mall, Bell County Historical Society Museum, and Cumberland Gap ...

Days Inn Jellico - Tennessee State Line
Days Inn Jellico - Tennessee State Line
1417 5th Street, Jellico
2.0 out of 5.0
3.5 out of 5 (4 reviews)

Situated in a state park, this hotel is 1.4 mi (2.2 km) from Memorial Park and within 25 mi (40 km) of Kentucky Splash Water Park and Campbell County Historical ...

$78

$78
Hotel Cumberland Gap
Hotel Cumberland Gap
630 Brooklyn Street, Cumberland Gap
2.5 out of 5.0

Situated in Cumberland Gap, this motel is 0.9 mi (1.4 km) from Cumberland Gap National Historical Park and within 6 mi (10 km) of Middlesboro Mall and Bell County ...

Super 8 Williamsburg Ky
Super 8 Williamsburg Ky
30 W Highway 92, Williamsburg
2.5 out of 5.0
2.6 out of 5 (14 reviews)

Situated in Williamsburg, this hotel is 1 mi (1.6 km) from Kentucky Splash Water Park and 11.7 mi (18.9 km) from Memorial Park. The Arena at SE KY Agricultural ...

$65

$65
Map

Recently Booked Hotels in Middlesboro

Holiday Inn Express Middlesboro
2.5 out of 5.0
Last booking: 11 hours ago
Sleep Inn & Suites
2.0 out of 5.0
Last booking: 47 hours ago
Hotels in Middlesboro

A soft pillow, a warm bed — find all of this and more at your Orbitz hotel in Middlesboro. Perhaps best of all, you have 24 hotels to choose from, which tend to rate highly for Location and Hotel Staff. This means that you can enjoy a comfortable stay as close to — or as far from — Middlesboro's top attractions as you'd like.

Either way, Civic Park, Rose Center Museum, Bell County Historical Society and The Wilder Side of Art are all waiting to be explored.


Hotels in Middlesboro

A soft pillow, a warm bed — find all of this and more at your Orbitz hotel in Middlesboro. Perhaps best of all, you have 24 hotels to choose from, which tend to rate highly for Location and Hotel Staff. This means that you can enjoy a comfortable stay as close to — or as far from — Middlesboro's top attractions as you'd like.

Either way, Civic Park, Rose Center Museum, Bell County Historical Society and The Wilder Side of Art are all waiting to be explored.


Not everyone in Middlesboro calls it a night after sundown. Party with the night owls at Deja Vape.


Getting to Middlesboro

The most direct path to Middlesborois through New Tazewell Muni and Lake View Airport.


Not everyone in Middlesboro calls it a night after sundown. Party with the night owls at Deja Vape.


Shopping in Middlesboro

Goody's and JCPenney Co sell fashions from classics to the latest trends. Middlesboro Mall is a local Middlesboro destination for picking up goods and gifts of all kinds.

Whether you're shopping for a new pair of earrings or a special gift, East End Pawn Shop is a good bet for a little pick-me-up.

Head to East End Pawn Shop to find the latest in tech.


Getting to Middlesboro

The most direct path to Middlesborois through New Tazewell Muni and Lake View Airport.


Art and culture in Middlesboro

Get a little culture at Middlesboro's artsy and educational attractions, which include Rose Center Museum, Bell County Historical Society and Cumberland Gap National Historical Park Visitor Center. Meanwhile, the artworks at galleries like Rose Center Museum and The Wilder Side of Art offer glimpses into the creative world.

Catch up on modern and classical fiction, nonfiction works and more at Middlesboro-Bell County Public Library.

Lincoln Memorial University and LMU-Debusk College of Osteopathic Medicine is a hub for higher learning in Middlesboro . It's a great trip for alums, aspiring students and anyone looking for some local flavor.


Shopping in Middlesboro

Goody's and JCPenney Co sell fashions from classics to the latest trends. Middlesboro Mall is a local Middlesboro destination for picking up goods and gifts of all kinds.

Whether you're shopping for a new pair of earrings or a special gift, East End Pawn Shop is a good bet for a little pick-me-up.

Head to East End Pawn Shop to find the latest in tech.


Best times to visit Middlesboro

Middlesboro is always welcoming to new visitors and old friends, but September, February and October are the most budget-friendly times to visit. During these months, you'll save approximately 9%, 9% and 8%, respectively.


* Prices reflect the lowest "base rate" found over the next 30 days. Rates are subject to change and may not include taxes and fees, hotel service charges, extra person charges, or incidentals, such as room service. All rates are displayed in USD unless otherwise noted. Converted rates are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.