Middlesboro Hotel Guide - Family Friendly Hotels in Middlesboro, Kentucky

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Check availability on Middlesboro Family Friendly Hotels

Tonight
23 Feb - 24 Feb
Tomorrow
24 Feb - 25 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Our top choices for Middlesboro family-friendly hotels

In-room safe, desk, laptop workspace, blackout curtains

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro
2.5 star property
Middlesboro
9.2 out of 10, Wonderful, (824 reviews)
"Room was clean and comfortable. Staff was courteous. "
United States
Tommy
The price is €92
includes taxes & fees
15 Mar - 16 Mar
Sleep Inn & Suites Middlesboro
3 bedrooms, desk, iron/ironing board, travel cot

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. "
United States
Emily S.
The price is €308
includes taxes & fees
8 Mar - 9 Mar
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Exterior

Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG
2.5 star property
Williamsburg
9.0 out of 10, Wonderful, (1,000 reviews)
"Great staff, clean room and comfortable bed. "
United States
Beth
The price is €99
includes taxes & fees
9 Mar - 10 Mar
Holiday Inn Express Williamsburg by IHG
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

Pine Mountain State Resort Park

Pine Mountain State Resort Park
3.0 star property
Pineville
9.0 out of 10, Wonderful, (682 reviews)
"Cabin was clean and well furnished"
United States
Marvin
Pine Mountain State Resort Park
Exterior

Quality Inn Harlan

Quality Inn Harlan
2.5 star property
Harlan
8.6 out of 10, Excellent, (344 reviews)
"Room was nice and clean, staff very courteous, breakfast very good."
United States
Gary
The price is €100
includes taxes & fees
1 Mar - 2 Mar
Quality Inn Harlan
Sun deck

Cumberland Gap Inn

Cumberland Gap Inn
2.5 star property
Cumberland Gap
8.0 out of 10, Very good, (591 reviews)
"Clean love the people we always stay there when we travel south"
United States
Christopher
The price is €94
includes taxes & fees
24 Feb - 25 Feb
Cumberland Gap Inn
Interior

Calm Country Oasis - Creek, ATV Trls & Norris Lake

Calm Country Oasis - Creek, ATV Trls & Norris Lake
Speedwell
9.4 out of 10, Exceptional, (22 reviews)
"We had a wonderful weekend:)"
United States
Bobbi F.
The price is €225
includes taxes & fees
24 Feb - 25 Feb
Calm Country Oasis - Creek, ATV Trls & Norris Lake
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
9.4 out of 10, Exceptional, (19 reviews)
"Cute and cozy! Perfect place for us to use as a home base while in town visiting family. Lots of attention to the details, kitchen facilities are up to date and super clean. Already looking forward to booking again!"
United States
Lynette M.
The price is €139
includes taxes & fees
24 Feb - 25 Feb
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
Interior

The Highlands Cabin Retreat at Norris Lake

The Highlands Cabin Retreat at Norris Lake
New Tazewell
10.0 out of 10, Exceptional, (2 reviews)
"The cabin was clean, cozy, and overall amazing! "
United States
Fannie
The price is €194
includes taxes & fees
24 Feb - 25 Feb
The Highlands Cabin Retreat at Norris Lake
House (2 Bedrooms) | Front of property

Peaceful & Private! Pet-friendly Williamsburg Home

Peaceful & Private! Pet-friendly Williamsburg Home
3.0 star property
Williamsburg
The price is €260
includes taxes & fees
24 Feb - 25 Feb
Peaceful & Private! Pet-friendly Williamsburg Home
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.
View all properties

Choose what matters most at family-friendly hotels in Middlesboro

Breakfast included
Pool

Top Middlesboro Hotel Reviews

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

10/10 Excellent
"Friendly staff, clean hotel, large spacious room, and great breakfast! "
Kasey 1-night trip
Posted 5 days ago
Sleep Inn & Suites Middlesboro

Frequently asked questions

What's Middlesboro like for family-friendly holidays?
The destination of Middlesboro is a great choice if you've been thinking about a holiday with your children. The wildlife, glaciers and mountain views are just a few things that make this an attractive spot for a family holiday.
What's the best family accommodation 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 holiday in Middlesboro?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Middlesboro is 1581 mm.
What's there to see and do with your family in Middlesboro?
Middlesboro Mall and Bell County Public Library Pineville Branch are interesting attractions that you and your family may enjoy exploring while you are staying in Middlesboro. Make sure that you have lots of time for activities such as Kentucky Ridge State Forest and C.W. Gose Municipal Park.