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

The Oliver Hotel
Save 100% on your flight
per person
Oct 17 - Oct 20
found 5 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Knoxville (TYS)
Stay at this 3.5-star business-friendly hotel in Knoxville. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Neyland Stadium and Market Square are located nearby.

Sunrise Ridge Resort
Save 100% on your flight
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Detroit (DTT) to Knoxville (TYS)
Stay at this 3-star family-friendly resort in Pigeon Forge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Island at Pigeon Forge and Dollywood are located nearby.

Westgate Smoky Mountain Resort & Water Park
per person
Oct 3 - Oct 5
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Knoxville (TYS)
Stay at this 4-star 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 Ripley's Aquarium of the Smokies and Dollywood are located nearby.

THE TENNESSEAN Hotel
Save 100% on your flight
per person
Oct 17 - Oct 20
found 5 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Knoxville (TYS)
Stay at this 4-star luxury hotel in Knoxville. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Neyland Stadium and World's Fair Park are located nearby.

Holiday Inn Club Vacations Smoky Mountain Resort by IHG
Save 100% on your flight
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Knoxville (TYS)
Stay at this 3-star family-friendly hotel in Gatlinburg. Enjoy 2 hot tubs, in-room massages, and a 24-hour business center. Popular attractions Ripley's Aquarium of the Smokies and Great Smoky Mountains National Park are located nearby.

Club Wyndham Smoky Mountains
Save 100% on your flight
per person
Sep 18 - Sep 21
found 20 hours ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)
Stay at this 3-star family-friendly hotel in Sevierville. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Titanic Museum and Island at Pigeon Forge are located nearby.

Courtyard by Marriott Gatlinburg Downtown
per person
Oct 15 - Oct 18
found 4 hours ago
Roundtrip non-stop flight included
Detroit (DTT) to Knoxville (TYS)
Stay at this 3-star business-friendly hotel in Gatlinburg. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ripley's Aquarium of the Smokies and Great Smoky Mountains National Park are located nearby.

Laurel Point Resort
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Knoxville (TYS)
Stay at this aparthotel in Gatlinburg. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Ripley's Aquarium of the Smokies and Great Smoky Mountains National Park 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.

Wed, Sep 3 - Tue, Sep 9
MIA
Miami Intl.
TYS
McGhee Tyson
$162 Roundtrip, found 2 days ago
$162
Roundtrip
found 2 days ago

Mon, Nov 3 - Tue, Nov 11
IAH
George Bush Intercontinental
TYS
McGhee Tyson
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago

Sun, Aug 31 - Sat, Sep 6
FLL
Fort Lauderdale - Hollywood Intl.
TYS
McGhee Tyson
$227 Roundtrip, found 1 hour ago
$227
Roundtrip
found 1 hour ago

Mon, Oct 27 - Thu, Oct 30
DFW
Dallas-Fort Worth Intl.
TYS
McGhee Tyson
$228 Roundtrip, found 4 days ago
$228
Roundtrip
found 4 days ago
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