Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Middlesboro on Hotels.com. These Middlesboro hotels consistently deliver on quality, location and traveler experience. Last updated on September 29, 2026.
Located in Middlesboro, this hotel offers an outdoor pool for morning swims and a fitness center for workouts. Free perks include breakfast, WiFi, and parking. Travelers praise the helpful staff and morning meal, with Middlesboro Mall and Bell County Historical Society Museum nearby.
Experience a tranquil stay at this quiet Middlesboro motel with a seasonal outdoor pool and restaurant. Free breakfast, WiFi, and parking add value, while the helpful staff ensures comfort. Bell County Historical Society Museum and Middlesboro Mall are just minutes away.
This welcoming motel offers comfortable accommodations near Middlesborough Mall and Bell County Historical Society Museum. After exploring nearby hiking trails, return to enjoy the outdoor pool and complimentary parking. Travelers consistently praise the exceptionally helpful staff.
Retreat to this suburban haven with a refreshing outdoor pool and complimentary breakfast. Located near Bell County Historical Society Museum and Middlesboro Mall, enjoy free WiFi and parking during your Kentucky adventure.
This Tazewell hotel offers convenient access to Norris Lake and nearby parks. Enjoy complimentary WiFi and parking throughout your stay, with the reassurance of round-the-clock front desk service for any needs that arise.
Nestled near the Tennessee State Line in Jellico, this hotel offers mountain views and tranquil surroundings. Take a refreshing swim, enjoy complimentary breakfast and WiFi, or visit the spa for pampering treatments. Greenlee Park and Memorial Park are just minutes away.
Swim year-round in the indoor pool at this Williamsburg hotel, just a short drive from Briar Creek Park. Enjoy free parking, WiFi, and breakfast each morning. Guests rave about the comfortable beds and 24-hour fitness center.
Escape to the greens at this Tazewell country club featuring 2 restaurants, including The Grille Room serving American cuisine. Enjoy free airport shuttle service and WiFi while staying close to Lone Mountain Boat Dock and pristine Norris Lake.
Nestled in Barbourville, this welcoming hotel offers an outdoor pool for summer refreshment. Enjoy free Wi-Fi, parking, and continental breakfast each morning. Thompson Park and Knox Historical Museum await nearby for cultural exploration.
This welcoming motel in Tazewell offers free WiFi and parking, plus round-the-clock front desk assistance. Explore nearby C.W. Gose Municipal Park or take a short drive to beautiful Norris Lake for outdoor adventures.
Discover a peaceful atmosphere at this Harlan hotel, where the indoor pool offers year-round relaxation. The on-site cafe serves tasty bites, while the friendly bar provides evening refreshments. Located near Rapid River Lodge & Water Park with free breakfast and parking.
Discover comfort at this Tazewell motel near Norris Lake, just minutes from C.W. Gose and New Tazewell Municipal Parks. Enjoy practical amenities including free WiFi, complimentary parking, and cable TV for a relaxing stay.
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.
You might want to play some rounds at Middlesboro Country Club, located 1 mi (1.6 km) from central Middlesboro. If Middlesboro Country Club doesn't quite scratch your golfing itch, Wasioto Winds Golf Course is just a short drive away.
The center of Middlesboro is home to cultural attractions like Bell County Historical Society Museum, so you might want to stop by during your stay. If you want to experience more of the culture Middlesboro has to offer, head to Cumberland Gap National Historical Park, Lincoln Memorial University, and Middlesboro Mall.
Tucked into an ancient meteorite crater between Pine Mountain and the Cumberland Mountains, this small city offers a surprising blend of natural wonders and historical intrigue. Hike through Cumberland Gap National Historical Park where pioneer history comes alive along scenic trails. The historic Middlesboro Country Club features one of the oldest courses in the region. Discover local heritage at the Bell County Historical Society Museum, where artifacts tell tales of mountain life through the centuries. For shopping needs, Middlesboro Mall provides retail therapy in this mountain setting. Nearby Pine Mountain State Resort Park offers additional outdoor adventures in this unique crater-based community.
This is a clean, simple, old school motel/lodge convenient to Harrogate, TN. The owner is great and you can tell he takes pride in his business and watches out for you. Just call him and ask any questions you have about the lodge, area, places to eat, roads where you'll be going, etc.
Great front office people. Kind and cheerful made my experience a good one. The room itself was clean and well appointed.
All good. I would recommend a room in the back since some of the trucks driving on the road can get a little loud.
Stayed at 4 different motels this past week this being among the top. Great breakfast to start the day. The cook was a very pleasant woman who took pride in her work, which she should be as she put out the best gravy out of all locations. She also took time to speak to everyone
Went to Papa John’s had very bad experience staff ignored 3 people waiting at the counter. Left after 15min. Went to pizza plus much better! Pleasant pizza good waited. Right away!
The whole hotel was almost immaculately clean except for a few stray french fries I found in our room when I had to move one of our beds to get my kitten out from inside the frame. They are pet friendly as of recently because they haven't updated yet but you can't really tell they haven't updated yet as the hotel is so well taken care of. The staff was friendly and helpful. The beds were incredibly comfortable. Our bathroom door got stuck on the floor when opening and closing it but the shower...
You can find top hotels in Middlesboro from CNY409 with options to suit your budget and needs. If you're looking for an affordable hotel in Middlesboro that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How can I find deals and earn rewards at Middlesboro hotels?
Discover great deals on Middlesboro hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Middlesboro hotels.
Can I book Middlesboro hotels with free cancellation?
In order to book a refundable Middlesboro hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Middlesboro hotels with free parking?
If you're exploring by car, finding a great Middlesboro hotel with free parking is a win. Our travelers' favorites include:
