Family Hotels & Resorts in Middlesboro from NZ$127

  • 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

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, (872 reviews)
  • cleanliness
    Discover kid-friendly adventures near Cumberland Gap National Historical Park with comfy amenities and free breakfast.
The price is NZ$197
includes taxes & fees
31 May - 1 June
Sleep Inn & Suites Middlesboro
Exterior detail

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 NZ$589
includes taxes & fees
27 May - 28 May
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)
  • cleanliness
    Experience family fun in Williamsburg with an indoor pool, plush beds, and a splash park steps away for endless adventure.
The price is NZ$238
includes taxes & fees
4 June - 5 June
Holiday Inn Express Williamsburg by IHG
Exterior

Quality Inn Harlan

Quality Inn Harlan
2.5 star property
Harlan
8.6 out of 10, Excellent, (357 reviews)
The price is NZ$190
includes taxes & fees
10 June - 11 June
Quality Inn Harlan
Hiking

Pine Mountain State Resort Park

Pine Mountain State Resort Park
3.0 star property
Pineville
9.0 out of 10, Wonderful, (720 reviews)
The price is NZ$212
includes taxes & fees
17 May - 18 May
Pine Mountain State Resort Park
Interior

Calm Country Oasis - Creek, ATV Trls & Norris Lake

Calm Country Oasis - Creek, ATV Trls & Norris Lake
Speedwell
9.6 out of 10, Exceptional, (24 reviews)
The price is NZ$437
includes taxes & fees
15 May - 16 May
Calm Country Oasis - Creek, ATV Trls & Norris Lake
House (1 Bedroom) | Interior

Peaceful Mountain Cabin w/ Views in Williamsburg

Peaceful Mountain Cabin w/ Views in Williamsburg
2.0 star property
Williamsburg
The price is NZ$583
includes taxes & fees
27 May - 28 May
Peaceful Mountain Cabin w/ Views in Williamsburg
Exterior

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Cumberland Gap
9.2 out of 10, Wonderful, (46 reviews)
The price is NZ$355
includes taxes & fees
18 May - 19 May
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Room, 2 Double Beds, Accessible, Non Smoking

Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg
2.5 star property
Williamsburg
5.6 out of 10, (827 reviews)
  • cleanliness
    Family fun meets southern charm at the seasonal outdoor pool and mini golf course perfect for creating lifelong memories.
The price is NZ$127
includes taxes & fees
27 May - 28 May
Super 8 by Wyndham Williamsburg
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, (20 reviews)
The price is NZ$286
includes taxes & fees
19 May - 20 May
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

Top Middlesboro Hotel Reviews

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

8/10 Good
"The rooms were clean and updated. Conveniently located to the National Park. Great place to stay for a quick one night stay."
Robert 1-night trip
Posted 4 hours 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 Norris Lake.