Middlesboro Holidays from £902
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your Middlesboro Holiday
From its rich history to its spectacular views and beyond, there's a lot to like about Middlesboro. Discover the wonders of this interesting city with a Middlesboro holiday package that's made for you. If taking in sights is on the agenda during your trip to Middlesboro, check out popular attractions like Cumberland Gap National Historical Park, Middlesboro Mall and Bell County Historical Society Museum. Your ideal Middlesboro holiday is just clicks away. Browse accommodation, flights and more on Expedia for an adventure that's tailored to suit your travel style.
Top Middlesboro Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
The Ramsey Hotel and Convention Center Pigeon Forge
Downtown Pigeon Forge
Price was £1,049, price is now £902 per person
£902
per person
11 Sept - 14 Sept
found 1 day ago
Return flight included
Glasgow (GLA) to Knoxville (TYS)
8.4/10 Very Good! (1,544 reviews)
All around great place to stay
Reviewed on 22 Jun 2026
Country Cascades Waterpark Resort
Downtown Pigeon Forge
Price was £1,346, price is now £1,074 per person
£1,074
per person
7 Sept - 13 Sept
found 1 day ago
Return direct flight included
London (LON) to Knoxville (TYS)
9/10 Wonderful! (2,736 reviews)
Our recent stay at Country Cascades Resort in Gatlinburg was absolutely amazing! From the moment we arrived, the staff was incredibly helpful, friendly, and polite, making us feel welcome throughout our entire stay.
Our room was spotless, comfortable, and well-maintained, which made it easy to relax after busy days exploring the area. The indoor and outdoor pools were truly incredible and quickly became a favorite part of our trip. There was so much fun for the whole family, and it honestly made our vacation feel epic!
The resort is perfect for families, with plenty to keep both kids and adults entertained. Our daughter had the best time and is already asking when we can go back. Truthfully, all of us can’t wait to return!
We highly recommend Country Cascades Resort to anyone planning a family vacation in Gatlinburg. It exceeded our expectations and created memories we’ll cherish for years to come.
Reviewed on 22 Jun 2026
Margaritaville Island Hotel
Downtown Pigeon Forge
Price was £1,574, price is now £1,283 per person
£1,283
per person
7 Sept - 13 Sept
found 1 day ago
Return direct flight included
London (LON) to Knoxville (TYS)
9.4/10 Exceptional! (1,333 reviews)
The staff were very helpful, when we called for an extra blanket they brought it almost immediately!
Reviewed on 22 Jun 2026
Park Grove Inn
Price was £1,047, price is now £903 per person
£903
per person
7 Sept - 13 Sept
found 1 day ago
Return direct flight included
London (LON) to Knoxville (TYS)
8.6/10 Excellent! (1,489 reviews)
We really enjoyed our 2 night stay at Park Grove Inn very quiet amd family oriented thanks for a good time
Reviewed on 22 Jun 2026
Middlesboro Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 10,700 |
Max Temp Winter | 7ºC |
Max Temp Summer | 29ºC |
Top Sights | Pine Mountain State Resort Park, Bell County Historical Society Museum and Middlesboro Mall |
Top hotels in Middlesboro
Sleep Inn & Suites Middlesboro
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is £95 per night from 9 Jul to 10 Jul
£95
9 Jul - 10 Jul
includes taxes & fees
9.2/10 Wonderful! (894 reviews)
"Check in was easy, room was clean and spacious and breakfast was a typical hotel breakfast"
Reviewed on 13 Jun 2026
Econo Lodge Middlesboro
1623 Cumberland Avenue Middlesboro KY
Fully refundableReserve now, pay when you stay
The price is £70 per night from 28 Jun to 29 Jun
£70
28 Jun - 29 Jun
includes taxes & fees
7.4/10 Good! (482 reviews)
"Very friendly staff at the front desk, and rooms seemed to smell good and seemed clean."
Reviewed on 22 Jun 2026
Holiday Inn Express Middlesboro by IHG
1252 N 12th St Middlesboro KY
The price is £114 per night from 28 Jun to 29 Jun
£114
28 Jun - 29 Jun
includes taxes & fees
9.6/10 Exceptional! (722 reviews)
"Convenient location to Cumberland Gap National Park. Was a quiet hotel. Our room looked out to a section of the hillside. Restaurants within walking distance and Walmart was across the street."
Reviewed on 5 May 2026
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.
Explore a world of travel with Expedia
- 5 Star Hotels in Barbourville
- Barbourville Hotels
- Hotels near Black Mountain Offroad Adventure Area - Putney Trailhead
- Calvin Hotels
- Coldiron Hotels
- Hotels near Combs Lake
- Adults Only Resorts & in Corbin
- Beach Resorts & in Corbin
- Hotels with Indoor Pools in Corbin
- Corbin Hotels
- Holiday Homes in Corbin
- Hotels near Cumberland Falls
- Lodges in Daniel Boone National Forest
- Evarts Hotels
- Girdler Hotels
- Grays Knob Hotels
- Cabin Rentals in Harlan
- Beach Resorts & in Harlan
- Harlan Hotels
- Hima Hotels
- Keavy Hotels
- Adults Only Resorts & in London
- Beach Resorts & in London
- Cheap Hotels in London
- Gay-Friendly Hotels in London
- Hotels with Restaurant in London
- Hotels with Hot Tubs in London
- Hotels with Indoor Pools in London
- Mountain Hotels in London
- Pet-Friendly Hotels in London
- Red Roof Inn Hotels in London
- Spa Hotels in London
- London Hotels
- Manchester Hotels
- Pine Knot Hotels
- Pineville Hotels
- Putney Hotels
- Rockholds Hotels
- Strunk Hotels
- Gay-Friendly Hotels in Williamsburg
- Pet-Friendly Hotels in Williamsburg
- Williamsburg Hotels
- Flights to Corbin
- Flights to Daniel Boone National Forest
- Flights to Pine Knot
- Flights from London-Corbin
- Flights from Rockholds
- Flights from Stoney Fork
- Flights from Whitley County
- Flights from Manchester
- Flights from Pine Knot
- Flights from London
- Flights from Westfield (BAF) to London (LOZ)
- Flights from Baltimore (BWI) to London (LOZ)
- Flights from Somerset (SME) to London (LOZ)
- Flights from St. Catharines (YCM) to London (LOZ)
- Albany Holidays
- Benham Holidays
- Bimble Holidays
- Visit Bimble
- Burnside Holidays
- Calvin Holidays
- Combs Lake
- Corbin Holidays
- Visit Corbin
- Dwarf Holidays
- Eastern Kentucky Holidays
- Harlan Appalachian Regional Healthcare Hospital
- Harlan Holidays
- Visit Harlan
- Hazard Holidays
- Visit Hima
- Holly Bay Marina
- Jeff Holidays
- Jenkins Holidays
- Visit Keavy
- Kentucky Reptile Zoo
- Lake Cumberland Holidays
- Lake Linville Park
- Levi Jackson Wilderness Road State Park
- Nancy Holidays
- Orlando Holidays
- Paint Lick Holidays
- Pineville Holidays
- Raven Holidays
- Red River Gorge Geological Area
- Slade Holidays
- Stanford Holidays
- Viper Holidays
- Yerkes Holidays
- Zoe Holidays
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
