Cheap Vacations in Middlesboro

Choose two or more items and save on your trip:
Choose two or more items and save on your trip:

3-night Middlesboro vacations

River Terrace Resort & Convention Center
The Ramsey
Westgate Smoky Mountain Resort & Water Park
Bent Creek Golf Village Resort by Diamond Resorts
The Resort at Governor's Crossing
Music Road Resort
Best Western Toni Inn
Deer Ridge Mountain Resort
Country Cascades Waterpark Resort
Gatlinburg River Inn
Gatlinburg Town Square by Exploria Resorts
Rocky Waters Motor Inn

4-night Middlesboro vacations

River Terrace Resort & Convention Center
Carr's Northside Motel and Cottages
Westgate Smoky Mountain Resort & Water Park
The Resort at Governor's Crossing
Best Western Toni Inn
Country Cascades Waterpark Resort
Music Road Resort
Arbors at Island Landing Hotel & Suites
Bear Creek Inn
Marshall's Creek Rest Motel
Gatlinburg Town Square by Exploria Resorts
Creekstone Inn

6-7 night Middlesboro vacations

The Ramsey
River Terrace Resort & Convention Center
Deer Ridge Mountain Resort
Gatlinburg River Inn
Arbors at Island Landing Hotel & Suites
Marshall's Creek Rest Motel
Reagan Resorts Inn
Sidney James Mountain Lodge
Sunrise Ridge Resort by Diamond Resorts
Bent Creek Golf Village Resort by Diamond Resorts
Gatlinburg Town Square by Exploria Resorts
Westgate Smoky Mountain Resort & Water Park

Middlesboro Vacation Deal FAQ's

Where to find Middlesboro package deals?

On CheapTickets, you can find package deals in Middlesboro and save up to $287.

When is peak season in Middlesboro?

are very popular times to visit Middlesboro.

When is the best time to visit Middlesboro?

If you're looking for cheap vacations to Middlesboro, is the best time to visit Middlesboro.

When is the worst time time to visit Middlesboro?

Prices for Middlesboro vacations can peak during .

When is low season in Middlesboro?

We have found to be the least-crowded time of the year to visit Middlesboro.

Where is Middlesboro?

You don't need to clear out your bank account to guarantee a great vacation. So take out your passport and scrounge up your loose change — it's time you discovered Middlesboro!

398 miles to the north-east of Middlesboro is Washington. Williamsburg is another nearby destination, just 25 miles to the west.

Enjoy meeting the locals when you're on vacation? This part of Bell County is home to around 10,700 people.

Cheap Things to do in Middlesboro

  • Ask the knowledgeable staff at the Bell County Historical Society Museum about their most interesting displays. It's a perfect place to exercise your mind or just relax in the calm surroundings. And don't forget — it doesn't cost anything to enter.
  • You can find out quite a lot about a destination by checking out its natural features. Cumberland Gap National Historical Park is a delightful spot to take in striking views as well as uncover the area's story.

Cheap Middlesboro Vacation Package Deals

CheapTickets is no ordinary budget travel company. We're devoted to fulfilling your affordable travel dreams. On top of that, we refuse to compromise on the quality of your flights, accommodations or experiences.

Just because you're traveling on a shoestring budget doesn't mean you'll have limited options. Take your pick of 500 partner airlines and 500,000 properties globally. Want to know the best part? If you combine your bookings, you can save up to $287.

How do you know that you'll go home with the best price? With our Price Guarantee, of course! Found your package for a lower rate elsewhere within 48 hours of making your booking? It's all good. We'll match the price and refund you the difference.

Get CheapCash

We know it's difficult to part with your hard-earned cash that's why we created our simple rewards program. Just for booking your flight, you'll have cash savings to put toward your next eligible CheapTickets hotel booking.

Savings on eligible bookings — check! Bonus offers and perks to make Scrooge McDuck proud — check! All that's waiting is for you to log in to your account or sign up for a new one for free, join CheapCash and get ready to enjoy the rewards!

Cheap Car Rentals in Middlesboro

If you're a proud cheapster, one thing you won't want to do is spend top dollar catching cabs around Middlesboro. So, why not take a look at getting your hands on a rental car instead? Not only is it at a price to suit your pocket, you'll also have more freedom to discover all the great sights.

Arriving in the city? Enterprise is found just 2 miles from the middle of town at 300 N 12th Street.Another rental outlet just 2 miles from the middle of the city is Enterprise at 300 N 12TH ST STE 1.

Cheap Hotels in Middlesboro

Just can't make up your mind where to get a room? A few top options include the Sleep Inn & Suites and the Holiday Inn Express Middlesboro.

Flight deals to Middlesboro

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Top rated hotels for your Middlesboro vacation

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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.