Middlesboro Holidays from NZ$904

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The Latest Middlesboro Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Greeneville Inn and Suites

Greeneville Inn and Suites

2 out of 5
per person
30 July - 4 Aug
found 21 hours ago
Return direct flight included
Fresno (FAT) to Knoxville (TYS)
7.2/10 Good! (158 reviews)
I will just say “you get what you pay for” this was one of the least expensive options and that’s exactly what we got. Property is very old and dated. They are attempting to do some “upgrades”. At 8:00am they were doing construction or something. Nevertheless they were very loud. There were bugs all over our room. Overall condition of property was very poor. Would not stay here again.

Reviewed on 8 Jun. 2025

Quality Inn Rogersville

Quality Inn Rogersville

2.5 out of 5
per person
30 July - 4 Aug
found 21 hours ago
Return direct flight included
Fresno (FAT) to Knoxville (TYS)
7.4/10 Good! (253 reviews)
There is a long uphill drive into the facilities, parking is limited.

Reviewed on 25 May 2025

Quality Inn Greeneville

Quality Inn Greeneville

2.5 out of 5
per person
30 July - 4 Aug
found 21 hours ago
Return direct flight included
Fresno (FAT) to Knoxville (TYS)
7.2/10 Good! (429 reviews)
Staff were kind and considerate very nice would come back a thousand times and the breakfast is good with many options

Reviewed on 10 Jun. 2025

Middlesboro Holiday

Our pick of the best Middlesboro Hotel Deals

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 NZ$195 per night from 13 July to 14 July
NZ$195
13 July - 14 July
includes taxes & fees
9/10 Wonderful! (737 reviews)
"Very clean and quiet place to stay. The breakfast was really good also. This stay exceeded my expectations. I would recommend this for either business or pleasure trips."

Reviewed on 22 Jun. 2025

Sleep Inn & Suites
Holiday Inn Express Middlesboro by IHG
Holiday Inn Express Middlesboro by IHG
2.5 out of 5
1252 N 12th St, Middlesboro, KY
Fully refundable
The price is NZ$229 per night from 6 July to 7 July
NZ$229
6 July - 7 July
includes taxes & fees
9.4/10 Exceptional! (654 reviews)
"We had no issues staying at this property."

Reviewed on 13 Jun. 2025

Holiday Inn Express Middlesboro by IHG
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 NZ$156 per night from 6 July to 7 July
NZ$156
6 July - 7 July
includes taxes & fees
7/10 Good! (398 reviews)
"It’s really clean, even the outside area where the pool is at. Everyone is so nice the front desk night lady is so sweet and helpful."

Reviewed on 23 Jun. 2025

Econo Lodge Middlesboro
See all 319 properties in Middlesboro
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.

Frequently asked questions

How much does a Middlesboro holiday package cost?
You can snap up a holiday package to this destination from NZ$904 on Expedia. However, how much your holiday to Middlesboro costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Middlesboro?
If you'd like to snag a cheap Middlesboro holiday package, consider travelling in January, February and November. You'll usually find better rates on airfares and hotels during these months --- ideal for travellers wishing to save money.
How many days is enough for Middlesboro?
Generally, a handful of days is enough to explore the top attractions during your Middlesboro holiday. However, if you want to have some time to rest or take day tours, think about extending your trip.
How to find the best Middlesboro package deals?
Use Expedia's handy filters to help you find some of the best Middlesboro package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Middlesboro package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your holiday package as early as possible.
Is it cheaper to book a Middlesboro holiday as a package?
You can enjoy significant savings on your Middlesboro break by booking a customised holiday package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Middlesboro?
If you're planning an impromptu Middlesboro trip, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Middlesboro?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Middlesboro.
  2. Calculate your budget: Ensure you have enough money to cover everything from dining out and transportation to activities and flights. Your accommodation will likely be the biggest expense during your trip to Middlesboro.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Middlesboro. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Middlesboro holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.