Search Deals onMiddlesboro Vacation Packages
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Middlesboro Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Sidney James Mountain Lodge
Price was $716, price is now $490 per person
$490
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Knoxville (TYS)
Book a stay at this business-friendly hotel in Gatlinburg. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Great Smoky Mountains National Park and Gatlinburg Space Needle are located nearby.

Eagles Landing 1BR Heaven
Price was $1,392, price is now $669 per person
$669
per person
Jan 26 - Jan 30
found 10 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Knoxville (TYS)
Stay at this condo in Pigeon Forge. Enjoy free WiFi, free parking, and furnished balconies. Popular attractions Dollywood and Titanic Museum are located nearby.

Westgate Smoky Mountain Resort & Water Park
Save 100% on your flight
Price was $990, price is now $591 per person
$591
per person
Feb 11 - Feb 15
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Knoxville (TYS)
Book a stay at this spa hotel in Gatlinburg. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Dollywood and Great Smoky Mountains National Park are located nearby.

Harrah's Cherokee – A Caesars Rewards Destination
Save 100% on your flight
Price was $1,007, price is now $621 per person
$621
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)
Book a stay at this spa hotel in Cherokee. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harrahs Cherokee Casino and Oconaluftee Islands Park are located nearby.

River Terrace Resort & Convention Center
Price was $1,079, price is now $748 per person
$748
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)
Stay at this resort in Gatlinburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Great Smoky Mountains National Park and Dollywood are located nearby.

River Edge Inn
Price was $690, price is now $493 per person
$493
per person
Feb 11 - Feb 15
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Knoxville (TYS)
Stay at this hotel in Gatlinburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Great Smoky Mountains National Park and Dollywood are located nearby.

Holiday Inn Express Gatlinburg Downtown by IHG
Price was $785, price is now $570 per person
$570
per person
Feb 11 - Feb 15
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Knoxville (TYS)
Book a stay at this business-friendly hotel in Gatlinburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Great Smoky Mountains National Park and Dollywood are located nearby.

Margaritaville Island Hotel
Price was $858, price is now $626 per person
$626
per person
Feb 12 - Feb 15
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Knoxville (TYS)
Book a stay at this spa hotel in Pigeon Forge. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dollywood and Island at Pigeon Forge are located nearby.
Middlesboro Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Middlesboro Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Feb 2 - Mon, Feb 9
IAH
George Bush Intercontinental
TYS
McGhee Tyson
$172 Roundtrip, found 6 hours ago
$172
Roundtrip
found 6 hours ago

Mon, Jan 26 - Mon, Feb 2
DFW
Dallas-Fort Worth Intl.
TYS
McGhee Tyson
$172 Roundtrip, found 2 days ago
$172
Roundtrip
found 2 days ago

Tue, Jan 6 - Tue, Jan 13
MIA
Miami Intl.
TYS
McGhee Tyson
$179 Roundtrip, found 17 hours ago
$179
Roundtrip
found 17 hours ago

Wed, Jan 7 - Tue, Jan 13
TPA
Tampa Intl.
TYS
McGhee Tyson
$201 Roundtrip, found 8 hours ago
$201
Roundtrip
found 8 hours ago
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