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
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Ripley's Aquarium of the Smokies and Great Smoky Mountains National Park are located nearby.

Westgate Smoky Mountain Resort & Water Park
Save 100% on your flight
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.


Club Wyndham Great Smokies Lodge
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 3.5-star golf resort in Sevierville. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Titanic Museum and Wilderness at the Smokies are located nearby.

La Quinta Inn & Suites by Wyndham Knoxville Papermill
per person
Aug 31 - Sep 6
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Knoxville (TYS)
Stay at this 3-star business-friendly hotel in Knoxville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Neyland Stadium and Bearden Antique Mall are located nearby.

Holiday Inn Club Vacations Smoky Mountain Resort by IHG
Save 100% on your flight
per person
Oct 17 - Oct 21
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.

Sunrise Ridge Resort
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Brookside Lodge
per person
Oct 17 - Oct 21
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 free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. 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 1 day ago
$162
Roundtrip
found 1 day ago

Mon, Nov 3 - Tue, Nov 11
IAH
George Bush Intercontinental
TYS
McGhee Tyson
$209 Roundtrip, found 2 days ago
$209
Roundtrip
found 2 days ago

Sun, Aug 31 - Sat, Sep 6
FLL
Fort Lauderdale - Hollywood Intl.
TYS
McGhee Tyson
$227 Roundtrip, found 11 hours ago
$227
Roundtrip
found 11 hours ago

Mon, Oct 27 - Thu, Oct 30
DFW
Dallas-Fort Worth Intl.
TYS
McGhee Tyson
$228 Roundtrip, found 3 days ago
$228
Roundtrip
found 3 days ago
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