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Find Family Hotels in Middlesboro, KY

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Check availability on Middlesboro Family Hotels

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Top Middlesboro Family Hotels

Pine Mountain State Resort Park
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

Pine Mountain State Resort Park

3.0 star property
9.0 out of 10, Wonderful, (624)
"Great place to stay on a weekend trip"
The price is AED 429
AED 473 total
includes taxes & fees
25 Oct - 26 Oct
Pine Mountain State Resort Park
Sleep Inn & Suites
Exterior

Sleep Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (783)
"Great stay. Good breakfast. Friendly staff. Fabulous coffee!"
The price is AED 359
AED 396 total
includes taxes & fees
2 Nov - 3 Nov
Sleep Inn & Suites
Quality Inn
Exterior

Quality Inn

2.5 star property
8.6 out of 10, Excellent, (320)
"Wonderful stay and amenities "
The price is AED 392
AED 444 total
includes taxes & fees
2 Nov - 3 Nov
Quality Inn
Cumberland Gap Inn
Honeymoon Suite, 1 King Bed | 1 bedroom, laptop workspace, free WiFi, bed sheets

Cumberland Gap Inn

2.5 star property
8.0 out of 10, Very Good, (582)
"The views around the area are beautiful and the town is peaceful and quiet "
The price is AED 360
AED 408 total
includes taxes & fees
7 Oct - 8 Oct
Cumberland Gap Inn
Holiday Inn Express Williamsburg by IHG
Exterior

Holiday Inn Express Williamsburg by IHG

2.5 star property
9.0 out of 10, Wonderful, (1001)
"We really enjoyed our stay! "
The price is AED 459
AED 519 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express Williamsburg by IHG
Harrogate Home Mountain View’s Dog Friendly
Fridge, microwave, oven, stovetop

Harrogate Home Mountain View’s Dog Friendly

9.8 out of 10, Exceptional, (20)
"Good space for me, my family, and my dogs to crash while we did a quick visit to the Gap."
The price is AED 367
AED 820 total
includes taxes & fees
7 Oct - 8 Oct
Harrogate Home Mountain View’s Dog Friendly
Super 8 by Wyndham Williamsburg
Exterior

Super 8 by Wyndham Williamsburg

2.5 star property
5.8 out of 10, (741)
"Stains on the couch, bathroom was disgusting (didn't even want to take a shower) thin sheets and blanket...very small pillows..no ice machine...broken fridge, poorly maintained"
The price is AED 234
AED 261 total
includes taxes & fees
12 Oct - 13 Oct
Super 8 by Wyndham Williamsburg
Rodeway Inn
Exterior

Rodeway Inn

2.0 star property
5.6 out of 10, (223)
"Rundown dirty and porrly operated"
The price is AED 207
AED 234 total
includes taxes & fees
5 Nov - 6 Nov
Rodeway Inn
Lake Front ★ No Wake w/ Dock ★ Gameroom ★ Carved FirePit ★ 2nd House Available
Game room

Lake Front ★ No Wake w/ Dock ★ Gameroom ★ Carved FirePit ★ 2nd House Available

10.0 out of 10, Exceptional, (45)
"The house was beautiful and had everything we needed. The owner was very responsive to all my questions. The kids loved the game room and ping pong table."
Lake Front ★ No Wake w/ Dock ★ Gameroom ★ Carved FirePit ★ 2nd House Available
The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!
Exterior detail

The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!

9.0 out of 10, Wonderful, (2)
"The home was just perfect for what we needed. Looking forward to seeing how it comes out when all construction is finished! Host was very responsive. Will stay again"
The price is AED 949
AED 1,427 total
includes taxes & fees
7 Oct - 8 Oct
The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!
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

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

10/10 Excellent
"Clean room Great breakfast Staff friendly and helpful "
Tammy 1-night trip
Posted 8 days ago
Holiday Inn Express Middlesboro by IHG

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 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 Boone's Ridge Wildlife Park.