Hotels in Middlesboro

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Prices may change – pop in your dates for the best estimate. Note that prices are based on previous traveller searches and partner prices.
Prices may change – pop in your dates for the best estimate. Note that prices are based on previous traveller searches and partner prices.
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Fast facts

Sleep easy, armed with the stuff that's good to know before you go.
Highest rated hotelSuburban Studios Middlesboro – 5.0

How to find the best hotel deals in Middlesboro

Want to use the same magic that powers our award-winning flight search to find the best room rates on the internet? Here are a few tips to help you search and save in seconds.

How to find the best hotel deal in Middlesboro

  • Love how quick and easy it is to book flights with us? The same smart search engine has a talent for hunting down deals on Middlesboro hotels too. Follow these tips to snag a room at the best price.

  • Pick up some of the best Middlesboro hotel prices by planning well before you travel. Hotels sometimes offer early booking discounts or special rates to fill rooms well in advance.

  • However, it's still possible to get last-minute deals. Although prices tend to increase closer to your stay, some places cut rates a day or two before to fill vacant rooms, especially during low season.

  • Be flexible with your dates to land better rates. Search for hotels in different seasons or months. Even booking during the week (instead of weekends) can lead to huge savings.

  • Browse through stays with free cancellation. Lock in a good rate today and easily cancel later if your itinerary changes.

Where to stay in Middlesboro

Central Middlesboro

  • Central Middlesboro keeps you where it's all happening. If sightseeing is a big part of your plans, stay at any of these hotels and you'll find yourself near some classic attractions.

  • Book a stay at Sleep Inn & Suites Middlesboro if you want to be close to Cumberland Gap National Historical Park. Roughly 2 kilometres from this leading sight, this Middlesboro hotel makes exploring a breeze.

  • Or experience the city at its best from one of the hotels near Miller Chapel. Econo Lodge Middlesboro is 2 kilometres or so from this well-known sight.

When to go to Middlesboro

  • Good weather can make all the difference. If you prefer warmer conditions, July tends to deliver with temperatures that reach a high of 31ºC.

  • Lows hit -7ºC during January, the coolest time of year here.

  • Search for Middlesboro hotels in November for your best shot at clearer skies. Averaging six days of rain, this is the driest month.

  • It rains the most in July, which gets around 15 days of wet weather.

Best hotels in Middlesboro for families

  • Family travel can be challenging, but your hotel should be the relaxing part. You'll find at least three family-friendly hotels in Middlesboro that get what kids and adults need. These stays often come with handy features like rollaway beds, adjoining rooms, kids' menus, and cribs.

  • Holiday Inn Express Middlesboro is an affordable option that guests regularly give an overall rating above 4 out of 5. With a lift, express check-out and plenty more, this 2-star hotel delivers value and comfort for less.

Best hotels with a pool

  • There are at least four pool hotels in Middlesboro, each offering its own experience. City hotels tend to feature indoor or rooftop pools, while resorts generally go big with open-air setups and more room to lounge. Whether you're here to unwind or make waves, there's a stay made for you.

  • Take a refreshing break at Econo Lodge Middlesboro. As well as an outdoor swimming pool, this Middlesboro hotel offers express check-out and air conditioning.

  • Holiday Inn Express Middlesboro also gives you every reason to pack your swimsuit and goggles. Go for this popular option and take advantage of an outdoor swimming pool, express check-out and air conditioning.

  • Pine Mountain State Resort Park is another stay that delivers everything you want. This hotel has an outdoor swimming pool, room service and Wi-Fi.

Best pet-friendly hotels

  • With at least six pet-friendly Middlesboro hotels, your best buddy can come along for the ride. Many have nearby parks or outdoor spaces for exercise, and some even offer extras like chew toys and grooming services. A few rules might apply, but most places go out of their way to make your furry friend feel welcome.

  • Check in with your loyal sidekick at Cumberland Gap Inn. You'll find amenities here like a balcony and air conditioning.

Finding cheap hotels in Middlesboro: FAQs

You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Middlesboro with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.
Of course - the cheapest hotel deal we found within the next seven days is $134 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for $134 per night.
The average price of a hotel during the week is $196 per night, and the average price on weekends is $188. Overall, it looks like the cheapest day to stay in Middlesboro could be Sunday.
We crunched some numbers on our calendar and found that Sunday is the cheapest day to stay in Middlesboro. And the most expensive day seems to be Friday
The cheapest month to stay in a hotel in Middlesboro is April, with an average price of $174 per night. The most expensive month is February, when the average room rate can rise to $216 per night. These average prices are based on all the hotels we found – from hostels through to fancy 5-star hotels.
The average price of a hotel in March is $191 per night, which is around 4% lower than the rest of the year.
If you're hitting up Middlesboro with kids in tow, try Holiday Inn Express Middlesboro by IHG.