Middlesboro Holiday Packages

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Book your Middlesboro holiday

Want to save a little cash with Wotif?

Our neat little package deals combine your hotels and flights to make life easy.

Your Middlesboro vacation is about to get way more fun.

You could gain savings of up to . And with more than 550 partner airlines and 665,000 worldwide properties, it's easy to craft your dream holiday.

With some of the most attractive deals online, you'll be soaring through the skies before you know it. So, grab your passport and get a wriggle on.

Middlesboro Accommodation

With only 3 accommodations in Middlesboro, securing a place to stay should be right at the top of your to-do list. Wotif has some awesome deals available right now, so what are you waiting for?

Really should have organised somewhere to stay by now? Left it to the last second? No probs — we've got your back. Try out The Olde Mill Inn Bed & Breakfast (603 Pennlyn Avenue) or the Sleep Inn & Suites (1260 N, 12th Street).

Car Hire in Middlesboro

Are you looking for the closest car rental outlet to the city? Enterprise (300 N 12th Street) is the best place to get your hands on some keys and an awesome ride.

Holidays to Middlesboro

Forgot that day at school when you were taught some basic info about Middlesboro? There's no need to throw a tanty over your lack of geography skills — we've got your back.

Middlesboro is just down the road from a couple of major cities that should help you get your bearings. Just 40 kilometres to the west is Williamsburg. The town isn't far from Corbin either. You only need to drive northwest for 50 kilometres before you hit it.

Travelling's about meeting heaps of new people and sharing fantastic experiences. With roughly 11 000 residents in this area of Eastern Kentucky, you're sure to encounter a few like-minded folk.

Top Middlesboro hotels

Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
Fully refundableReserve now, pay when you stay
The price is AU$159 per night from 6 Jan to 7 Jan
AU$159
includes taxes & fees
6 Jan - 7 Jan 2025
Sleep Inn & Suites: Pet-friendly hotel with free breakfast and free WiFi. Located in the city centre.
"Outstanding breakfast!"

Reviewed on 16 Dec. 2024

Sleep Inn & Suites
Boone Trail Inn

Boone Trail Inn

2 out of 5
2105 US HIGHWAY 25 E, Middlesboro, KY
Fully refundableReserve now, pay when you stay
The price is AU$138 per night from 24 Dec to 25 Dec
AU$138
includes taxes & fees
24 Dec - 25 Dec
Boone Trail Inn: Pet-friendly motel with free WiFi and free parking. Guests love the helpful staff!
"Check-in was quick, the room was clean, and the staff was very helpful. I was doubtful at first but had an amazing experience. Bed was comfortable and fast wifi."

Reviewed on 29 Oct. 2024

Boone Trail Inn
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
Fully refundableReserve now, pay when you stay
The price is AU$148 per night from 29 Dec to 30 Dec
AU$148
includes taxes & fees
29 Dec - 30 Dec
Econo Lodge Middlesboro: Pet-friendly motel with free breakfast and free WiFi. Located in the mountains.
"Elevator to upper floors was nice esp if you have lots of luggage or are unable to do stairs. Bed was very comfortable, hot water was hot and for a decent shower, room was very clean and updated. 2 places to eat-Mexican Food and Drive in that were easy to walk to. Continental breakfast was very accommodating. ..."

Reviewed on 16 Dec. 2024

Econo Lodge Middlesboro
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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.