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.
Sunrise Ridge Resort
Price was $788, price is now $542 per person
$542
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Knoxville (TYS)
2 hot tubs, an indoor pool, and a gym are all featured at this smoke-free resort. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.
River Terrace Resort & Convention Center
Downtown Gatlinburg
Save 100% on your flight
Price was $1,211, price is now $755 per person
$755
per person
Jul 7 - Jul 13
just found
Roundtrip non-stop flight included
Cleveland (CLE) to Knoxville (TYS)
An outdoor pool, free self parking, and laundry facilities are featured at this resort. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A business center, express check-out, and concierge services are also on offer.
Mountain Meadows
Price was $815, price is now $578 per person
$578
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Knoxville (TYS)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. A lobby fireplace, a picnic area, and barbecue grills are also on offer.
The Ramsey Hotel and Convention Center Pigeon Forge
Downtown Pigeon Forge
Price was $846, price is now $602 per person
$602
per person
Jun 22 - Jun 26
found 1 day 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. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
The Resort at Governor's Crossing
Governor’s Crossing
Price was $907, price is now $650 per person
$650
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Knoxville (TYS)
Free water park access and an indoor pool are featured at this smoke-free hotel. Bring the family and enjoy the lazy river, free kid's club, and children's pool. Enjoy the gym and perks like free self parking and free WiFi.
Top Middlesboro hotels deals
Sleep Inn & Suites Middlesboro
1260 N, 12th Street Middlesboro KY
Free Cancellation
$107 nightly
The price is $118 total per night
$118 total
Jun 22 - Jun 23
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
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
May 25 - May 26
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
Holiday Inn Express Middlesboro by IHG
1252 N 12th St Middlesboro KY
$145 nightly
The price is $160 total per night
$160 total
Jun 22 - Jun 23
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
Suburban Studios Middlesboro
1623 Cumberland Avenue Building B Middlesboro KY
Free Cancellation
Reserve now, pay when you stay
$87 nightly
The price is $96 total per night
$96 total
Jun 14 - Jun 15
Total with taxes and fees
A restaurant and a seasonal outdoor pool are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Pool
Breakfast included
Days Inn by Wyndham Jellico - Tennessee State Line
1417 5th Street Jellico TN
Free Cancellation
Reserve now, pay when you stay
$61 nightly
The price is $70 total per night
$70 total
May 31 - Jun 1
Total with taxes and fees
A full-service spa, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.
Breakfast included
Spa
Super 8 by Wyndham Williamsburg
30 W Highway 92 Williamsburg KY
$68 nightly
The price is $76 total per night
$76 total
May 26 - May 27
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A business center, a garden, and a picnic area 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
4/5(14 reviews)
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.
Bell County Historical Society Museum
4/5(2 reviews)
You can spend an afternoon exploring the galleries in Bell County Historical Society Museum during your travels in 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.
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