Compare Cheap Hotels in Middlesboro
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
Cheap Middlesboro Hotels

Sleep Inn & Suites Middlesboro
1260 N, 12th Street Middlesboro KY
$94 nightly
The price is $103 total per night
$103 total
Jan 11 - Jan 12, 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.

Holiday Inn Express Middlesboro by IHG
1252 N 12th St Middlesboro KY
$118 nightly
The price is $130 total per night
$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.

Econo Lodge Middlesboro
1623 Cumberland Avenue Middlesboro KY
$80 nightly
The price is $88 total per night
$88 total
Dec 21 - Dec 22
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.

Boone Trail Inn
2105 US HIGHWAY 25 E Middlesboro KY
$83 nightly
The price is $91 total per night
$91 total
Dec 16 - Dec 17
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.

Holiday Inn Express Williamsburg by IHG
56 West Highway 92 Williamsburg KY
$117 nightly
The price is $130 total per night
$130 total
Jan 13 - Jan 14, 2026
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.

Super 8 by Wyndham Williamsburg
30 W Highway 92 Williamsburg KY
$58 nightly
The price is $64 total per night
$64 total
Dec 17 - Dec 18
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.

Days Inn by Wyndham Jellico - Tennessee State Line
1417 5th Street Jellico TN
$74 nightly
The price is $85 total per night
$85 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.

Pine Mountain State Resort Park
1050 State Park Road Pineville KY
$109 nightly
The price is $120 total per night
$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.

Quality Inn
2608 South Highway 421 Harlan KY
$89 nightly
The price is $101 total per night
$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.

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.

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.

Rodeway Inn
355 Skidmore Drive Harlan KY
$51 nightly
The price is $58 total per night
$58 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
26.5 mi from city center
Located in Harlan, Rodeway Inn Harlan is a 4-minute walk from Harlan Appalachian Regional Healthcare Hospital and a 4-minute drive from The Harlan Center.
Pet friendly
Parking included
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 | 355 hotels |
|---|---|
Lowest Price | $58 |
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, Super 8 by Wyndham Williamsburg, Days Inn by Wyndham Jellico - Tennessee State Line, Pine Mountain State Resort Park, 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, Rodeway Inn |
Most Recent Middlesboro Hotel Reviews

Quality Inn
5 out of 5
Posted 4 days ago
CheapTickets Verified Review
"Staff was amazing and very friendly. We will be coming back yearly "
A verified traveler stayed at Quality Inn
- Types of Hotels
- Top 20 Middlesboro Hotels
- Hotels Near Middlesboro
- Top Hotel Brands
- Hotels By Star Rating
- Cities near Middlesboro
- Hotels with Shopping in Middlesboro
- Hotels with WiFi in Middlesboro
- Hotels with Restaurants in Middlesboro
- Hotels with Free Breakfast in Middlesboro
- Historic Hotels in Middlesboro
- Hotels with Free Parking in Middlesboro
- Hotels with a Gym in Middlesboro
- Kid Friendly Hotels in Middlesboro
- Hotels with Pools in Middlesboro
- Business Hotels in Middlesboro
- Hotels with Air Conditioning in Middlesboro
- Hotels with Room Service in Middlesboro
- Ski Resorts & Hotels in Middlesboro
- Hotels with Bars in Middlesboro
- Adventure Sport Hotels in Middlesboro
- Golf Resorts & Hotels in Middlesboro
- Cheap Hotels in Middlesboro
- Hotels with Suites in Middlesboro
- Pet Friendly Hotels in Middlesboro
- Rodeway Inn
- 9 bdrm covered dock, firepit and large bar on water, Baltic hot tub, sleeps 26,
- 9Bed/9Bath Private Dock Large Cove Near Popular Marinas
- Imperial Inn by OYO Tazewell
- The Olde Mill Inn Bed & Breakfast
- Book now for Summer! We still have some prime dates available.
- Luxury Lakefront Getaway - Sleeps 26 - Norris Lake’s Best Location
- Appalachian Mountains Hotels
- Eastern Tennessee Hotels
- Southeastern United States Hotels
- Daniel Boone National Forest Hotels
- Mid-Atlantic Hotels
- Eastern Kentucky Hotels
- East Tennessee Hotels
- Virginias Hotels
- Sneedville Hotels
- The South Hotels
- Southwestern Virginia Hotels
- Rockholds Hotels
- Central United States Hotels
- Appalachian Plateau Hotels
More to Explore in Middlesboro
Top Picks
Hotels
- Cheap Hotels in Daytona Beach
- Cheap Hotels in Bowling Green
- Cheap Hotels in Virginia Beach
- Cheap Hotels in Campbellsville
- Cheap Hotels in Franklin
- Cheap Hotels in Savannah
- Cheap Hotels in Panama City Beach
- Cheap Hotels in Inez
- Cheap Hotels in Pismo Beach
- Cheap Hotels in Palm Springs
- Cheap Hotels in Key West
- Cheap Hotels in Palm Beach
- Cheap Hotels in Myrtle Beach
- Cheap Hotels in Grayson
- Cheap Hotels in Honolulu
- Cheap Hotels in Folly Beach
Flights






