Middlesboro Holiday Packages

Save when you book Middlesboro package deals

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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$148 per night from 8 Dec to 9 Dec
AU$148
includes taxes & fees
8 Dec - 9 Dec
Sleep Inn & Suites: Pet-friendly hotel with free breakfast and free WiFi. Located in the city centre.
"The hotel had a beautiful view. The room was very clean and the bed was really comfortable. The continental breakfast was really good and all the staff were friendly and helpful. We would definitely stay here again!"

Reviewed on 21 Nov. 2024

Sleep Inn & Suites
Holiday Inn Express Williamsburg, an IHG Hotel

Holiday Inn Express Williamsburg, an IHG Hotel

2.5 out of 5
56 West Highway 92, Williamsburg, KY
Fully refundable
The price is AU$215 per night from 10 Dec to 11 Dec
AU$215
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Express Williamsburg, an IHG Hotel: Hotel with free breakfast and free WiFi. Located in the mountains.
Comfortable and cozy
"We were grateful to have a nice comfortable place to rest and a good breakfast to look forward to."

Reviewed on 10 Nov. 2024

Holiday Inn Express Williamsburg, an IHG Hotel
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$142 per night from 8 Dec to 9 Dec
AU$142
includes taxes & fees
8 Dec - 9 Dec
Econo Lodge Middlesboro: Pet-friendly motel with free breakfast and free WiFi. Located in the mountains.
"Clean and comfy good people and also great price"

Reviewed on 20 Nov. 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.