Find Family Hotels in Middlesboro, KY
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Our top choices for Middlesboro family-friendly hotels
9.2 out of 10, Wonderful, (874 reviews)
- Discover kid-friendly adventures near Cumberland Gap National Historical Park with comfy amenities and free breakfast.
"Nice hotel. Very comfortable stay."
Adrienne
The price is AED 367
AED 412 total
includes taxes & fees
31 May - 1 Jun
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.Middlesboro
9.2 out of 10, Wonderful, (5 reviews)
"We enjoyed our stay. "
Emily S.
The price is AED 631
AED 1,279 total
includes taxes & fees
27 May - 28 May
9.0 out of 10, Wonderful, (1,000 reviews)
- Experience family fun in Williamsburg with an indoor pool, plush beds, and a splash park steps away for endless adventure.
"The check in was easy with my Expedia reservation but there was a $20 charge I wasn’t told about until check in. The room was ready and clean. The pool had just been cleaned and was perfect for my husband and I. The staff was friendly and the coffee was hot!!"
Jennifer
The price is AED 477
AED 531 total
includes taxes & fees
4 Jun - 5 Jun
8.6 out of 10, Excellent, (358 reviews)
"I will definitely be back on my family visits."
Heather
The price is AED 350
AED 397 total
includes taxes & fees
14 Jun - 15 Jun
5.6 out of 10, (828 reviews)
- Family fun meets southern charm at the seasonal outdoor pool and mini golf course perfect for creating lifelong memories.
"First room smelled like sewer so had to switch. Next room was dirty and had to be cleaned before use. Hotel ran out of towels and toilet paper. One room in our groups door didnt lock so anyone could walk in. Positives were they let us use the pool and hr later for a bday and the rooms were updated but still need some care."
Anonymous traveler
The price is AED 250
AED 278 total
includes taxes & fees
27 May - 28 May
Calm Country Oasis - Creek, ATV Trls & Norris Lake
Calm Country Oasis - Creek, ATV Trls & Norris LakeSpeedwell
9.6 out of 10, Exceptional, (24 reviews)
"Would love to stay again with family and friends next time"
Sam H.
The price is AED 544
AED 1,143 total
includes taxes & fees
31 May - 1 Jun
Peaceful & Private! Pet-friendly Williamsburg Home
Peaceful & Private! Pet-friendly Williamsburg HomeWilliamsburg
The price is AED 360
AED 1,127 total
includes taxes & fees
21 May - 22 May
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Cozy Cumberland Gap Cottage Near LMU & Nat’l ParkCumberland Gap
9.2 out of 10, Wonderful, (46 reviews)
"We hiked up to Tri-State Peak and had a fun time just being together with family."
Denise S.
The price is AED 393
AED 817 total
includes taxes & fees
27 May - 28 May
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.
Top Middlesboro Hotel Reviews
Super 8 by Wyndham Williamsburg
2/10 Terrible
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Hotels near popular Middlesboro Attractions
Explore more hotels
- Serene cabin with dock/swim platform in charming Speedwell
- Charming Norris Lake Cabin with views and boat slip @ Marina!
- Quality Inn Harlan
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- Norris Lake Retreat・Pet Ok・Hot Tub・Lake View・Grill
- Dog Welcome Waterfront Home, Sleeps 12, Firepit
- Quality Inn
- Cozy floating home, AC on Norris Lake at Straight Creek Marina
- Floating house on the beautiful Norris Lake!
- 3-Bdrm Home on Large Property at Norris Lake. Pet Friendly!
- Big Private Dock! 3 BRM, 2 Bath house 64 steps from the water, WIFI
- Charming Lakefront Home, Sleep 12, Dock, Boat Launch
- Cozy Cottage on Norris Lake
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- Secluded No Wake Cove - Private Covered Dock-Screened Porch-Kayaks
- Lakein' It Easy With Private Dock