Title: Middlesboro Condo Rentals from CA $104 | Expedia.ca

[Hotels in Middlesboro](https://expedia.ca/Middlesboro-Hotels.d8853.Travel-Guide-Hotels)[Vacation Rentals in Middlesboro](https://expedia.ca/Middlesboro-Vacation-Rentals.d8853.Travel-Guide-VacationRentals)[Flights to Middlesboro](https://expedia.ca/Cheap-Flights-To-Middlesboro.d8853.Travel-Guide-Flights)[Middlesboro Car Rentals](https://expedia.ca/Car-Rentals-In-Middlesboro.d8853.Car-Rental-Guide)[Middlesboro Vacation Packages](https://expedia.ca/Middlesboro.d8853.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Middlesboro

![Exterior](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/fba51913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/ab02f897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Mountain View](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/2d181d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/e6d48611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Middlesboro by IHG

[](https://www.expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information)

Middlesboro

9.6/10

Exceptional

(701 reviews)

"Only stayed one night but the hotel was quiet, considering the amount of people that seemed to be there, very clean and the breakfast was great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin

CA $166

CA $183 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information)

![Single Room, 1 Queen Bed, Smoking | Air conditioning](https://images.trvl-media.com/lodging/35000000/34980000/34978900/34978817/731be73a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Single Room, 1 Queen Bed, Smoking](https://images.trvl-media.com/lodging/35000000/34980000/34978900/34978817/df5282ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34980000/34978900/34978817/cbceebb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Single Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/35000000/34980000/34978900/34978817/e0f53b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boone Trail Inn

[](https://www.expedia.ca/Middlesboro-Hotels-Boone-Trail-Inn.h34978817.Hotel-Information)

Middlesboro

7.2/10

Good

(108 reviews)

"Classic old motor lodge"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brian

CA $83

CA $114 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Middlesboro-Hotels-Boone-Trail-Inn.h34978817.Hotel-Information)

![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/86beaca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/650307df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/78cde3c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/5f493061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleep Inn & Suites Middlesboro

[](https://www.expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information)

Middlesboro

9.2/10

Wonderful

(820 reviews)

"Room was clean and comfortable. Staff was courteous. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tommy

CA $132

CA $148 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information)

![Standard Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/70000000/69400000/69390100/69390006/4f60a168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69400000/69390100/69390006/88c4c8c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69400000/69390100/69390006/d832f21a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/70000000/69400000/69390100/69390006/eea762f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Suburban Studios Middlesboro

[](https://www.expedia.ca/Middlesboro-Hotels-Suburban-Extended-Stay-Hotel.h69390006.Hotel-Information)

Middlesboro

8.0/10

Very good

(70 reviews)

"Quick check in, clean room, decent breakfast, poor lighting outside. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David

CA $106

CA $117 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Middlesboro-Hotels-Suburban-Extended-Stay-Hotel.h69390006.Hotel-Information)

![Standard Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/15200/15146/79102e17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15200/15146/44e950d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15200/15146/c30cd65d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15200/15146/2ae26739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Econo Lodge Middlesboro

[](https://www.expedia.ca/Middlesboro-Hotels-Econo-Lodge.h15146.Hotel-Information)

Middlesboro

7.4/10

Good

(451 reviews)

"Great place and great price! Staff friendly and helpful"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

The Women's Groovement

CA $113

CA $125 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Middlesboro-Hotels-Econo-Lodge.h15146.Hotel-Information)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113130000/113124900/113124803/2953375f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113130000/113124900/113124803/6183cf07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113130000/113124900/113124803/32ab522b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113130000/113124900/113124803/2b33c7e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky, 

[](https://www.expedia.ca/Middlesboro-Hotels-Cozy-2-Bedroom-Lustron-Home-Located-In-Middlesboro.h113124803.Hotel-Information)

Middlesboro

10/10

Exceptional

(23 reviews)

"Very nice and extra clean great time"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Johnny C.

CA $163

CA $314 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Middlesboro-Hotels-Cozy-2-Bedroom-Lustron-Home-Located-In-Middlesboro.h113124803.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/125000000/124360000/124358300/124358299/45907f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Internet, bed sheets](https://images.trvl-media.com/lodging/125000000/124360000/124358300/124358299/8b805433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124360000/124358300/124358299/w2560h1438x0y2-1083e57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124360000/124358300/124358299/42d1f3f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3-bedroom home away from home in Middesboro. A family friendly environment.

[](https://www.expedia.ca/Middlesboro-Hotels-3-Bedroom-Home-Away-From-Home-In-Middesboro-A-Family-Friendly-Environment.h124358299.Hotel-Information)

Middlesboro

CA $140

CA $222 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Middlesboro-Hotels-3-Bedroom-Home-Away-From-Home-In-Middesboro-A-Family-Friendly-Environment.h124358299.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/125000000/124950000/124942200/124942146/81169539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124950000/124942200/124942146/95898ff2_edited_454f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124950000/124942200/124942146/db936d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124950000/124942200/124942146/9fcbfda6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3-bedroom bungalow in the heart of Crater City, near airport LMU & hiking trails

[](https://www.expedia.ca/Middlesboro-Hotels-3-Bedroom-Bungalow-In-The-Heart-Of-Crater-City.h124942146.Hotel-Information)

Middlesboro

CA $174

CA $391 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Middlesboro-Hotels-3-Bedroom-Bungalow-In-The-Heart-Of-Crater-City.h124942146.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119650000/119642400/119642383/2f2cc548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/120000000/119650000/119642400/119642383/639f2b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119650000/119642400/119642383/c9fc43d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119650000/119642400/119642383/d9971f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcoming 3-bedroom house with AC in charming Middlesboro

[](https://www.expedia.ca/Middlesboro-Hotels-Welcoming-3-Bedroom-House-With-AC-In-Charming-Middlesboro.h119642383.Hotel-Information)

Middlesboro

CA $184

CA $401 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Middlesboro-Hotels-Welcoming-3-Bedroom-House-With-AC-In-Charming-Middlesboro.h119642383.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110870000/110864800/110864705/c11669c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/111000000/110870000/110864800/110864705/a0ca2385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110870000/110864800/110864705/fbc5418f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110870000/110864800/110864705/439f4fac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

[](https://www.expedia.ca/Middlesboro-Hotels-Charming-3-Bedroom-House-In-The-Crater-City-Near-State-Parks.h110864705.Hotel-Information)

Middlesboro

9.2/10

Wonderful

(5 reviews)

"We enjoyed our stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emily S.

CA $239

CA $507 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Middlesboro-Hotels-Charming-3-Bedroom-House-In-The-Crater-City-Near-State-Parks.h110864705.Hotel-Information)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117740000/117736400/117736392/w2000h2797x0y0-ff41d957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117740000/117736400/117736392/w1997h2800x0y0-b5dc7fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117740000/117736400/117736392/41b0b274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117740000/117736400/117736392/a482c2a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU

[](https://www.expedia.ca/Middlesboro-Hotels-Spacious-Renovated-Ranch-Retreat-Near-Tackett-Creek-Cumberland-Gap-Park.h117736392.Hotel-Information)

Middlesboro

10/10

Exceptional

(1 review)

"Clean"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Phineas S.

CA $505

CA $804 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Middlesboro-Hotels-Spacious-Renovated-Ranch-Retreat-Near-Tackett-Creek-Cumberland-Gap-Park.h117736392.Hotel-Information)

![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/114000000/113970000/113960300/113960224/f7338edd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/114000000/113970000/113960300/113960224/2129702b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/114000000/113970000/113960300/113960224/b75b1363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113970000/113960300/113960224/68e298aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Imperial Inn by OYO Tazewell

[](https://www.expedia.ca/Tazewell-Hotels-Imperial-Inn.h113960224.Hotel-Information)

Tazewell

9.0/10

Wonderful

(51 reviews)

"Great place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deanna

[](https://www.expedia.ca/Tazewell-Hotels-Imperial-Inn.h113960224.Hotel-Information)

![Suite, 2 Queen Beds, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/1000000/10000/300/279/ad47702e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/300/279/c209de71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/300/279/55a3ab12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/300/279/6adc7a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Days Inn by Wyndham Jellico - Tennessee State Line

[](https://www.expedia.ca/Caryville-Hotels-Days-Inn-By-Wyndham-Jellico-Tennessee-State-Line.h279.Hotel-Information)

Jellico

7.2/10

Good

(1,000 reviews)

"Nice location, nice room, friendly staff and recent remodeling rooms "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ashley

CA $91

CA $104 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Caryville-Hotels-Days-Inn-By-Wyndham-Jellico-Tennessee-State-Line.h279.Hotel-Information)

![Outdoor wedding area](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109434/75b8d155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109434/ca0c17c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109434/a5889142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109434/4a64fadc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pine Mountain State Resort Park

[](https://www.expedia.ca/Corbin-Hotels-Pine-Mountain-State-Resort-Park.h1109434.Hotel-Information)

Pineville

9.0/10

Wonderful

(680 reviews)

"Cabin was clean and well furnished"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marvin

[](https://www.expedia.ca/Corbin-Hotels-Pine-Mountain-State-Resort-Park.h1109434.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/b003bff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/e1327cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/0451853f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/511d1b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Harlan

[](https://www.expedia.ca/Harlan-Hotels-Quality-Inn.h16941.Hotel-Information)

Harlan

8.6/10

Excellent

(344 reviews)

"Room was nice and clean, staff very courteous, breakfast very good."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gary

CA $134

CA $152 total

includes taxes & fees

Feb 13 - Feb 14

[](https://www.expedia.ca/Harlan-Hotels-Quality-Inn.h16941.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/24000000/23250000/23240900/23240809/7b78ad82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/24000000/23250000/23240900/23240809/dec167ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23250000/23240900/23240809/ab1c94e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23250000/23240900/23240809/4cc09473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Williamsburg by IHG

[](https://www.expedia.ca/Corbin-Hotels-Holiday-Inn-Express-Williamsburg.h23240809.Hotel-Information)

Williamsburg

9.0/10

Wonderful

(1,000 reviews)

"Great staff, clean room and comfortable bed. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Beth

CA $165

CA $186 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Corbin-Hotels-Holiday-Inn-Express-Williamsburg.h23240809.Hotel-Information)

![Superior Suite, Ensuite (a The Suite)](https://images.trvl-media.com/lodging/10000000/9090000/9083300/9083253/5d5e1e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, Ensuite (a The Suite)](https://images.trvl-media.com/lodging/10000000/9090000/9083300/9083253/bfc931de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, Ensuite (Studio 603)](https://images.trvl-media.com/lodging/10000000/9090000/9083300/9083253/4637aef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, Ensuite (Studio 603) | Bathroom](https://images.trvl-media.com/lodging/10000000/9090000/9083300/9083253/e9deeab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Olde Mill Inn Bed & Breakfast

[](https://www.expedia.ca/Cumberland-Gap-Hotels-The-Olde-Mill-Inn-Bed-Breakfast.h9083253.Hotel-Information)

Cumberland Gap

9.2/10

Wonderful

(427 reviews)

"Staff was very communicative, room was clean with all necessary amenities. Good location. Comfy beds. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

CA $172

CA $195 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Cumberland-Gap-Hotels-The-Olde-Mill-Inn-Bed-Breakfast.h9083253.Hotel-Information)

![Business centre](https://images.trvl-media.com/lodging/1000000/20000/17100/17023/150349c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17100/17023/93f0a861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn

[](https://www.expedia.ca/Corbin-Hotels-Best-Western-Wilderness-Trail-Inn.h17023.Hotel-Information)

Barbourville

8.2/10

Very good

(268 reviews)

"Staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jason

CA $128

CA $145 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Corbin-Hotels-Best-Western-Wilderness-Trail-Inn.h17023.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/544d1b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, free WiFi](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/b0b265ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/55fb9b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/fed88dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Woodlake Lodge Golf and Country Club

[](https://www.expedia.ca/Morristown-Hotels-Woodlake-Lodge-Golf-And-Country-Club.h16536329.Hotel-Information)

Tazewell

9.4/10

Exceptional

(144 reviews)

"Friendly staff and clean accommodations "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rachel

CA $198

CA $223 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Morristown-Hotels-Woodlake-Lodge-Golf-And-Country-Club.h16536329.Hotel-Information)

![Sundeck](https://images.trvl-media.com/lodging/15000000/14800000/14794500/14794465/08c2b2f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Room, 1 King Bed | Living area](https://images.trvl-media.com/lodging/15000000/14800000/14794500/14794465/963fd71e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/15000000/14800000/14794500/14794465/e27de054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/15000000/14800000/14794500/14794465/f4fbaf0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cumberland Gap Inn

[](https://www.expedia.ca/Cumberland-Gap-Hotels-Cumberland-Gap-Inn.h14794465.Hotel-Information)

Cumberland Gap

8.0/10

Very good

(589 reviews)

"Clean love the people we always stay there when we travel south"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christopher

CA $134

CA $152 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Cumberland-Gap-Hotels-Cumberland-Gap-Inn.h14794465.Hotel-Information)

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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## Find vacation rentals that suit your style

Cabins

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Private vacation homes

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Cottages

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Houseboats

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Villas

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## Top Middlesboro Hotel Reviews

![Sleep Inn & Suites Middlesboro](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/1cf62fd0_y.jpg)

### Sleep Inn & Suites Middlesboro

10/10 Excellent

"Belinda at the desk is amazing She made our stay excellent , she made us feel like we were old friends . We will be staying here on each visit . "

[](https://expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information)

![Pine Mountain State Resort Park](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109434/75b8d155_y.jpg)

### Pine Mountain State Resort Park

10/10 Excellent

"Cabin was clean and well furnished"

[](https://expedia.ca/Corbin-Hotels-Pine-Mountain-State-Resort-Park.h1109434.Hotel-Information)

![The Olde Mill Inn Bed & Breakfast](https://images.trvl-media.com/lodging/10000000/9090000/9083300/9083253/d129b690_y.jpg)

### The Olde Mill Inn Bed & Breakfast

10/10 Excellent

"The staff was excellent. They are wonderful people. They made sure everything was perfect. We enjoyed having breakfast with the other guests. They addressed any allergy concerns and tailored your breakfast for all. I would recommend this bed and breakfast it is the best one we have ever stayed at"

[](https://expedia.ca/Cumberland-Gap-Hotels-The-Olde-Mill-Inn-Bed-Breakfast.h9083253.Hotel-Information)

![Days Inn by Wyndham Jellico - Tennessee State Line](https://images.trvl-media.com/lodging/1000000/10000/300/279/b362fe26_y.jpg)

### Days Inn by Wyndham Jellico - Tennessee State Line

10/10 Excellent

"It was clean"

[](https://expedia.ca/Caryville-Hotels-Days-Inn-By-Wyndham-Jellico-Tennessee-State-Line.h279.Hotel-Information)

![Holiday Inn Express Middlesboro by IHG](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/3963de73_y.jpg)

### Holiday Inn Express Middlesboro by IHG

10/10 Excellent

"Clean room"

[](https://expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information)

![Holiday Inn Express Williamsburg by IHG](https://images.trvl-media.com/lodging/24000000/23250000/23240900/23240809/7b78ad82_y.jpg)

### Holiday Inn Express Williamsburg by IHG

10/10 Excellent

"Breakfast was great. "

[](https://expedia.ca/Corbin-Hotels-Holiday-Inn-Express-Williamsburg.h23240809.Hotel-Information)

![Super 8 by Wyndham Williamsburg](https://images.trvl-media.com/lodging/1000000/10000/7000/6940/fe1198d1_y.jpg)

### Super 8 by Wyndham Williamsburg

10/10 Excellent

"Clean room, friendly- helpful staff "

[](https://expedia.ca/Corbin-Hotels-Super-8-By-Wyndham-Williamsburg.h6940.Hotel-Information)

![Family Affair, room 4  30, 15 Beds, 2 FULL Kitchens!!! Huge dock w 2 boat slips](https://images.trvl-media.com/lodging/34000000/33080000/33075400/33075394/87720b5d_y.jpg)

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

10/10 Excellent

"Beautiful place, very relaxing. The property has EVERYTHING you might need to entertain. Extremely impress with the space. We were 17 and had plenty of space. Loved the 2 kitchens, it made it so much easier for the big group. Definitely we want to come back, totally worth it!!!"

[](https://expedia.ca/La-Follette-Hotels-Family-Affair.h33075394.Hotel-Information)

![Beautiful Norris Lake Front A-Frame with Private Dock in Speedwell, Tn .](https://images.trvl-media.com/lodging/67000000/66940000/66936200/66936119/58b13863_y.jpg)

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

10/10 Excellent

"Clean, nicely furnished, beautiful location. Very pleasant stay. "

[](https://expedia.ca/Speedwell-Hotels-Beautiful-Norris-Lake-Front-A-Frame-With-Private-Dock-And-Jet-Skit-Lift.h66936119.Hotel-Information)

## Find out more about Middlesboro

## Middlesboro Condo Rentals information

| Number of reviews | 6,433           |
| ----------------- | --------------- |
| Accommodation     | 1 Condo Rentals |
| Lowest Price      | CA $104         |
| Highest Price     | CA $804         |

## Frequently asked questions

### Why book your condo in Middlesboro with Expedia?

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