Find Family Hotels in Middlesboro, KY
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Aug 19 - Aug 20Tomorrow
Aug 20 - Aug 21This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Our top choices for Middlesboro family-friendly hotels
1. Sleep Inn & Suites Middlesboro
Sleep Inn & Suites MiddlesboroMiddlesboro
- Discover kid-friendly adventures near Cumberland Gap National Historical Park with comfy amenities and free breakfast.
NT$3,139
NT$3,528 total
includes taxes & fees
Sep 10 - Sep 11
NT$4,888
NT$5,388 total
includes taxes & fees
Aug 21 - Aug 22
3. Holiday Inn Express Williamsburg by IHG
Holiday Inn Express Williamsburg by IHGWilliamsburg
- Experience family fun in Williamsburg with an indoor pool, plush beds, and a splash park steps away for endless adventure.
NT$3,502
NT$3,898 total
includes taxes & fees
Sep 7 - Sep 8
NT$2,776
NT$3,149 total
includes taxes & fees
Sep 13 - Sep 14
5. Peaceful & Private! Pet-friendly Williamsburg Home
Peaceful & Private! Pet-friendly Williamsburg HomeWilliamsburg
NT$4,012
NT$9,790 total
includes taxes & fees
Aug 22 - Aug 23
Top Middlesboro Hotel Reviews
Sleep Inn & Suites Middlesboro
10/10 Excellent
"Clean hotel, smelled good, nice staff and even had breakfast!"
Holiday Inn Express Middlesboro by IHG
10/10 Excellent
"The gym is janky and almost scary. It’s very dark and just very isolated. Scary as a female to go to alone. Otherwise nice property. Gym is important to me so I would not stay here again. But I would not discourage someone who isn’t concerned about a gym to stay."
Quality Inn Harlan
10/10 Excellent
"Beds were comfortable. Breakfast was hot. Pool was closed for maintenance"
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- Visit Grays Knob
- The Arena at SE KY Agricultural and Expo Complex
- Visit Bimble
- Dr Thomas Walker State Park
- Visit Keavy
- Visit Pine Knot
- Laurel River Lake
- Visit Whitley City
- Visit Hyden
- Visit Wooton
- Harlan Appalachian Regional Healthcare Hospital
- Hima Vacations
- Visit Harlan
- Combs Lake
- Visit Slemp
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- Visit Calvin
- Visit Manchester
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- Cumberland Falls
- Visit Daniel Boone National Forest
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- Visit Heidrick
- Visit London
- Cane Creek Wildlife Management Area
- Holly Bay Marina