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Find Family Hotels in Middlesboro, KY

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Check availability on Middlesboro Family Hotels

Top Middlesboro Family Hotels

Sleep Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (735)
"Clean and pleasant stay "
The price is SAR 402
SAR 443 total
includes taxes & fees
6 Jul - 7 Jul
Sleep Inn & Suites

A beautiful colonial house with breathtaking views of the Cumberland Gap Mnts!

8.8 out of 10, Excellent, (25)
"Stayed for LMU graduation. Great location and great property, very accommodating hosts. Thank you!"
The price is SAR 1,010
SAR 2,286 total
includes taxes & fees
22 Jun - 23 Jun
A beautiful colonial house with breathtaking views of the Cumberland Gap Mnts!

Holiday Inn Express Williamsburg by IHG

2.5 star property
9.0 out of 10, Wonderful, (970)
"Very nice facility and staff "
The price is SAR 469
SAR 530 total
includes taxes & fees
17 Jul - 18 Jul
Holiday Inn Express Williamsburg by IHG
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.

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 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 Cumberland Gap National Historical Park 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 Pine Mountain State Resort Park and Bell County Public Library Pineville Branch.