Deals on vacations and trips to Middlesboro
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Middlesboro flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Knoxville at Cedar Bluff, TN
Cedar Bluff
Price was $1,054, price is now $590 per person
$590
per person
Dec 7 - Dec 10
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Knoxville (TYS)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Smith Creek Resort
Price was $10,903, price is now $4,864 per person
$4,864
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Knoxville (TYS)
2 hot tubs, an indoor pool, and a lazy river are all featured at this luxury cabin. Families will appreciate the free water park and onsite laundry facilities. Enjoy the seasonal outdoor pool and perks like free self parking.
MainStay Suites Knoxville North I-75
Inskip
Price was $1,092, price is now $599 per person
$599
per person
Dec 28 - Dec 31
found 16 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Knoxville (TYS)
This hotel doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Club Wyndham Smoky Mountains
Governor’s Crossing
Price was $1,362, price is now $761 per person
$761
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Knoxville (TYS)
2 outdoor pools, 2 indoor pools, and a gym are all featured at this smoke-free hotel. Bring the family and enjoy the mini golf, children's pool, and playground. Enjoy the 3 hot tubs and perks like free self parking and free WiFi.
Mainstay Suites Knoxville Airport
Price was $1,054, price is now $590 per person
$590
per person
Dec 7 - Dec 10
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Knoxville (TYS)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Top Middlesboro hotels deals
Sleep Inn & Suites
1260 N, 12th Street, Middlesboro, KY
$98 nightly
The price is $108 total per night
$108 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and laundry facilities and free newspapers are also offered.
Breakfast included
Pet friendly
Holiday Inn Express Middlesboro by IHG
1252 N 12th St, Middlesboro, KY
Free Cancellation
$121 nightly
The price is $133 total per night
$133 total
Oct 12 - Oct 13
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Econo Lodge Middlesboro
1623 Cumberland Avenue, Middlesboro, KY
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $88 total per night
$88 total
Oct 16 - Oct 17
Total with taxes and fees
A restaurant and a seasonal outdoor pool are featured at this motel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Pool
Breakfast included
Boone Trail Inn
2105 US HIGHWAY 25 E, Middlesboro, KY
Free Cancellation
Reserve now, pay when you stay
$70 nightly
The price is $78 total per night
$78 total
Nov 4 - Nov 5
Total with taxes and fees
A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.
Pool
Pet friendly
Pine Mountain State Resort Park
1050 State Park Road, Pineville, KY
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $113 total per night
$113 total
Oct 27 - Oct 28
Total with taxes and fees
A golf course and an outdoor pool are featured at this smoke-free hotel. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and concierge services.
Pool
Pet friendly
Holiday Inn Express Williamsburg by IHG
56 West Highway 92, Williamsburg, KY
Free Cancellation
$127 nightly
The price is $141 total per night
$141 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. A 24-hour business center, express check-out, and luggage storage are also on offer.
Pool
Breakfast included
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.
Popular places to visit
Middlesboro Mall
You can search for that perfect souvenir at Middlesboro Mall during your visit to Middlesboro. Discover the mountain views while you're in the area.
Middlesboro Country Club
Enjoy a round of golf in Middlesboro at Middlesboro Country Club. Discover the mountain views while you're in the area.
Middlesboro ARH Hospital
Though Middlesboro ARH Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Middlesboro while you are here.
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