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Check prices for these dates

Next weekend
6 Mar - 8 Mar
In two weeks
13 Mar - 15 Mar
In one month
27 Mar - 29 Mar
In two months
24 Apr - 26 Apr

Our top choices for Middlesboro bed & breakfast

Superior Suite, Ensuite (a The Suite) | 1 bedroom, WiFi

The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast
2.5 star property
Cumberland Gap
9.2 out of 10, Wonderful, (427 reviews)
"Staff was very communicative, room was clean with all necessary amenities. Good location. Comfy beds. "
United States
Jennifer
The price is SAR 498
SAR 564 total
includes taxes & fees
12 Mar - 13 Mar
The Olde Mill Inn Bed & Breakfast
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.
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Top Middlesboro Hotel Reviews

Boone Trail Inn

Boone Trail Inn

10/10 Excellent
"The room was clean. Very quiet for the price, although I don’t think the pop machine was working "
Jack 1-night trip
Posted 3 days ago
Boone Trail Inn

Frequently asked questions

Searching for B&Bs in Middlesboro?
If you're looking for something a little more offbeat than your standard hotel experience, a stay at a bed and breakfast could be a great option for your getaway. If you're interested in playing some golf on your trip, Middlesboro Country Club is a good spot to tee off.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to mingle with other guests, and breakfast served on site, B&Bs all have a truly one-of-a-kind environment.
What are the best bed and breakfasts in Middlesboro?
Below is a B&B in the area: The Olde Mill Inn Bed & Breakfast: 8 rooms. 2.7 mi (4.4 km) from the heart of Middlesboro.
When is the best time to book my B&B in Middlesboro?
When you're dreaming of a stay in Middlesboro, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Middlesboro is 62 inches.
What is there to do in Middlesboro?
When you want to explore some things to do in town, Cumberland Gap National Historical Park and Bell County Historical Society Museum are some notable sights to visit. You might put Middlesboro Mall and Kentucky Ridge State Forest on your list if you want to see more of the area.