Family Hotels & Resorts in Middlesboro from AU$102

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middlesboro Family Hotels

Tonight
3 Mar - 4 Mar
Tomorrow
4 Mar - 5 Mar
This weekend
6 Mar - 8 Mar
Next weekend
13 Mar - 15 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, (829 reviews)
  • cleanliness
    Discover kid-friendly adventures near Cumberland Gap National Historical Park with comfy amenities and free breakfast.
The price is AU$162
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)
The price is AU$519
includes taxes & fees
9 Mar - 10 Mar
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, pool loungers

Pine Mountain State Resort Park

Pine Mountain State Resort Park
3.0 star property
Pineville
9.0 out of 10, Wonderful, (687 reviews)
Pine Mountain State Resort Park
Exterior

Quality Inn Harlan

Quality Inn Harlan
2.5 star property
Harlan
8.6 out of 10, Excellent, (345 reviews)
The price is AU$165
includes taxes & fees
13 Mar - 14 Mar
Quality Inn Harlan
Exterior

Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG
2.5 star property
Williamsburg
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Experience family fun in Williamsburg with an indoor pool, plush beds, and a splash park steps away for endless adventure.
The price is AU$205
includes taxes & fees
31 Mar - 1 Apr
Holiday Inn Express Williamsburg by IHG
Sun deck

Cumberland Gap Inn

Cumberland Gap Inn
2.5 star property
Cumberland Gap
8.0 out of 10, Very good, (591 reviews)
The price is AU$156
includes taxes & fees
10 Mar - 11 Mar
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)
The price is AU$370
includes taxes & fees
5 Mar - 6 Mar
Calm Country Oasis - Creek, ATV Trls & 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 AU$431
includes taxes & fees
7 Mar - 8 Mar
Peaceful & Private! Pet-friendly Williamsburg Home
Interior

The Highlands Cabin Retreat at Norris Lake

The Highlands Cabin Retreat at Norris Lake
New Tazewell
10.0 out of 10, Exceptional, (3 reviews)
The price is AU$320
includes taxes & fees
4 Mar - 5 Mar
The Highlands Cabin Retreat at 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)
The price is AU$227
includes taxes & fees
12 Mar - 13 Mar
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley 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.
View all properties

Choose what matters most at family-friendly hotels in Middlesboro

Breakfast included
Pool

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Top Middlesboro Hotel Reviews

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

10/10 Excellent
"The people at the front desk were always so kind, the bed was comfortable in the room was clean!"
Jami 2-night trip
Posted 4 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.