Find Family Hotels in Middlesboro, KY
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Aug 7 - Aug 8Tomorrow
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Aug 7 - Aug 9Next weekend
Aug 14 - Aug 16Our 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$3,262
NT$3,664 total
includes taxes & fees
Aug 30 - Aug 31
NT$4,932
NT$5,437 total
includes taxes & fees
Aug 8 - Aug 9
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$3,322
NT$3,697 total
includes taxes & fees
Sep 7 - Sep 8
NT$2,812
NT$3,189 total
includes taxes & fees
Aug 30 - Aug 31
5. Peaceful Mountain Cabin w/ Views in Williamsburg
Peaceful Mountain Cabin w/ Views in WilliamsburgWilliamsburg
NT$4,063
NT$11,002 total
includes taxes & fees
Aug 8 - Aug 9
6. Peaceful & Private! Pet-friendly Williamsburg Home
Peaceful & Private! Pet-friendly Williamsburg HomeWilliamsburg
NT$4,063
NT$9,915 total
includes taxes & fees
Aug 22 - Aug 23
Top Middlesboro Hotel Reviews
Days Inn by Wyndham Jellico - Tennessee State Line
8/10 Good
"No one was in office but a note was on the door - be back soon. Waited only a few minutes. Did not turn on the TV but the internet was fine. McDonalds at bottom of the hill and can be entered from motel drive, avoiding going back to the street. Did not do breakfast, can't rate it. Park in front of your door, which I like. It was comfortable."
Holiday Inn Express Middlesboro by IHG
10/10 Excellent
"The desk clerks were excellent especially Devante."
Sleep Inn & Suites Middlesboro
10/10 Excellent
"It is a well maintained property and good value."
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
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- Combs Lake
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- Visit Manchester
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- Cumberland Falls
- Visit Daniel Boone National Forest
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- Cane Creek Wildlife Management Area
- Holly Bay Marina