Compare Cheap Middlesboro Independent

Secret Bargains - Save an extra 10% or more on select hotels

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Middlesboro hotels

Independent in Middlesboro

Sleep Inn & Suites Middlesboro

1260 N, 12th Street Middlesboro KY

$94 nightly

$103 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Free Cancellation

1.44 mi from city center

With a stay at Sleep Inn & Suites Middlesboro in Middlesboro, you'll be 1.5 mi (2.4 km) from Cumberland Gap National Historical Park and 11.1 mi (17.9 km) from Pine Mountain State Resort Park.

Breakfast included

Pet friendly

Holiday Inn Express Middlesboro by IHG

1252 N 12th St Middlesboro KY

$118 nightly

$130 total

Dec 21 - Dec 22

Total with taxes and fees

Free Cancellation

1.15 mi from city center

With a stay at Holiday Inn Express Middlesboro by IHG in Middlesboro, you'll be in a national park, a 4-minute walk from Middlesboro Mall and a 2-minute drive from Cumberland Gap National Historical Park.

Pool

Breakfast included

Econo Lodge Middlesboro

1623 Cumberland Avenue Middlesboro KY

$80 nightly

$88 total

Dec 14 - Dec 15

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

0.48 mi from city center

When you stay at Econo Lodge Middlesboro in Middlesboro, you'll be in the mountains, within a 10-minute walk of Cumberland Gap National Historical Park and Bell County Historical Society Museum.

Pool

Breakfast included

Boone Trail Inn

2105 US HIGHWAY 25 E Middlesboro KY

$83 nightly

$91 total

Dec 13 - Dec 14

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

1.79 mi from city center

Located in Middlesboro, Boone Trail Inn is within a 5-minute drive of Middlesboro Mall and Bell County Historical Society Museum.

Pool

Pet friendly

Holiday Inn Express Williamsburg by IHG

56 West Highway 92 Williamsburg KY

$94 nightly

$105 total

Dec 23 - Dec 24

Total with taxes and fees

Free Cancellation

26.02 mi from city center

Located in Williamsburg, Holiday Inn Express Williamsburg by IHG is in the mountains, a 2-minute drive from Kentucky Splash Water Park and 14 minutes from Memorial Park.

Pool

Breakfast included

Days Inn by Wyndham Jellico - Tennessee State Line

1417 5th Street Jellico TN

$75 nightly

$86 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

22.09 mi from city center

Located in Jellico, Days Inn by Wyndham Jellico - Tennessee State Line is in a state park, within a 5-minute drive of Indian Mountain State Park and Memorial Park.

Pool

Hot Tub

Pine Mountain State Resort Park

1050 State Park Road Pineville KY

$109 nightly

$120 total

Dec 18 - Dec 19

Total with taxes and fees

9.6 mi from city center

When you stay at Pine Mountain State Resort Park in Pineville, you'll be in a state park, within a 5-minute drive of Kentucky Ridge State Forest and Pine Mountain State Resort Park.

Pool

Pet friendly

Super 8 by Wyndham Williamsburg

30 W Highway 92 Williamsburg KY

$58 nightly

$64 total

Dec 14 - Dec 15

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

25.98 mi from city center

With a stay at Super 8 by Wyndham Williamsburg in Williamsburg, you'll be within a 15-minute walk of Briar Creek Park and Cumberland Regional Mall.

Pool

Breakfast included

Quality Inn

2608 South Highway 421 Harlan KY

$89 nightly

$101 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

26.51 mi from city center

A stay at Quality Inn Harlan places you in the heart of Harlan, within a 5-minute drive of Harlan Appalachian Regional Healthcare Hospital and Cumberland River.

Breakfast included

Pet friendly

Family Affair, room 4 30, 15 Beds, 2 FULL Kitchens!!! Huge dock w 2 boat slips

La Follette TN

24.23 mi from city center

With a stay at this vacation home in La Follette (Lakeside Estates), you'll be 11 minutes by car from Sugar Hollow Marina.

Pool

Hot Tub

9/9 Lakefront/Mountains/Woods - Protected Cove - Private Dock

LaFollette TN

24.35 mi from city center

When you stay at this vacation home in La Follette, you'll be on the waterfront and 12 minutes by car from Sugar Hollow Marina.

Pool

Hot Tub

Beautiful Norris Lake Front A-Frame with Private Dock in Speedwell, Tn .

Speedwell TN

19.19 mi from city center

With a stay at this vacation home in Speedwell (Flat Hollow Marina), you'll be 23.1 mi (37.2 km) from Norris Lake and 9.8 mi (15.7 km) from Kincaid Historical Monument.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Middlesboro

View all properties

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.

Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.

Middlesboro hotels essential information

Accommodation	356 hotels
Lowest Price	$64
Highest Price	$130
Popular hotels	Sleep Inn & Suites Middlesboro, Holiday Inn Express Middlesboro by IHG, Econo Lodge Middlesboro, Boone Trail Inn, Holiday Inn Express Williamsburg by IHG, Days Inn by Wyndham Jellico - Tennessee State Line, Pine Mountain State Resort Park, Super 8 by Wyndham Williamsburg, Quality Inn, Family Affair, room 4 30, 15 Beds, 2 FULL Kitchens!!! Huge dock w 2 boat slips, 9/9 Lakefront/Mountains/Woods - Protected Cove - Private Dock, Beautiful Norris Lake Front A-Frame with Private Dock in Speedwell, Tn .