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Find Family Hotels in Middlesboro, KY

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Check availability on Middlesboro Family Hotels

Top Middlesboro Family Hotels

Exterior
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 star property
Middlesboro
  • Cribs/infant beds provided
9.2 out of 10, Wonderful, (804)
Family adventures begin at this spotless hotel offering spacious rooms with blackout drapes and cribs at no extra cost. Just a 2-minute drive from Cumberland Gap National Historical Park, children enjoy cable TV while parents appreciate the fitness center and quiet atmosphere.
The price is AED 343
AED 379 total
includes taxes & fees
14 Dec - 15 Dec
Sleep Inn & Suites Middlesboro
3 bedrooms, desk, iron/ironing board, travel crib
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
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
  • Outdoor Space
9.2 out of 10, Wonderful, (5)
The price is AED 643
AED 1,360 total
includes taxes & fees
23 Nov - 24 Nov
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3.0 star property
Pineville
  • Outdoor pool
  • Arcade/game room
9.0 out of 10, Wonderful, (659)
The price is AED 400
AED 441 total
includes taxes & fees
23 Nov - 24 Nov
Pine Mountain State Resort Park
Exterior
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

2.5 star property
Williamsburg
  • Cribs/infant beds provided
  • Indoor pool
9.0 out of 10, Wonderful, (1001)
Within walking distance of Kentucky Splash Water Park, this family-focused hotel delights with an indoor swimming pool and spacious, spotless rooms featuring premium TV channels and blackout drapes. Free cribs and complimentary breakfast ensure happy stays for all ages.
The price is AED 379
AED 429 total
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express Williamsburg by IHG
Exterior
Quality Inn

Quality Inn

2.5 star property
Harlan
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
8.6 out of 10, Excellent, (331)
The price is AED 344
AED 390 total
includes taxes & fees
30 Nov - 1 Dec
Quality Inn
Honeymoon Suite, 1 King Bed | 1 bedroom, laptop workspace, free WiFi, bed sheets
Cumberland Gap Inn

Cumberland Gap Inn

2.5 star property
Cumberland Gap
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Microwave
8.0 out of 10, Very Good, (583)
The price is AED 360
AED 408 total
includes taxes & fees
22 Nov - 23 Nov
Cumberland Gap Inn
House (2 Bedrooms) | Interior
Peaceful & Private! Pet-friendly Williamsburg Home

Peaceful & Private! Pet-friendly Williamsburg Home

3.0 star property
Williamsburg
  • Cribs/infant beds provided
The price is AED 397
AED 1,035 total
includes taxes & fees
3 Dec - 4 Dec
Peaceful & Private! Pet-friendly Williamsburg Home
Children's area
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina

Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina

Speedwell
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space
9.4 out of 10, Exceptional, (19)
The price is AED 312
AED 640 total
includes taxes & fees
8 Dec - 9 Dec
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
Dining
Dog-friendly lake home with private floating dock - jetted tub, firepit, & decks

Dog-friendly lake home with private floating dock - jetted tub, firepit, & decks

New Tazewell
  • Water park
7.8 out of 10, Good, (18)
The price is AED 239
AED 1,447 total
includes taxes & fees
1 Dec - 2 Dec
Dog-friendly lake home with private floating dock - jetted tub, firepit, & decks
Outdoor dining
Comfy A-frame cabin with deck, gas grill, Internet, close to marina

Comfy A-frame cabin with deck, gas grill, Internet, close to marina

2.0 star property
Flat Hollow Marina
  • Kitchen
  • Air conditioning
  • Outdoor Space
  • Parking available
  • Barbecue grill
  • Mountain view
10.0 out of 10, Exceptional, (5)
The price is AED 209
AED 1,052 total
includes taxes & fees
2 Dec - 3 Dec
Comfy A-frame cabin with deck, gas grill, Internet, close to marina
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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Top Middlesboro Hotel Reviews

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

10/10 Excellent
"Yes"
Taylor 1-night trip
Posted 3 days ago
Sleep Inn & Suites Middlesboro

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Frequently asked questions

What's Middlesboro like for family-friendly vacations?
The destination of Middlesboro is a great choice if you've been thinking about a vacation with your kids. The wildlife, glaciers, and mountain views are just a few things that make this an attractive spot for a family vacation.
What's the best accommodation for families in Middlesboro?
Sleep Inn & Suites Middlesboro is a hotel with free parking and free buffet breakfast, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly vacation in Middlesboro?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Middlesboro is 62 inches.
What's there to see and do with your family in Middlesboro?
Middlesboro Mall and Bell County Public Library Pineville Branch are interesting attractions you and your family might enjoy exploring while you are staying in Middlesboro. Make sure you have lots of time for activities like Kentucky Ridge State Forest and The Pinnacle.