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Middlesboro Vacation Packages

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Middlesboro Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Country Cascades Waterpark Resort

Country Cascades Waterpark Resort

3.5 out of 5
Price was $397, price is now $275 per person
$275
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Knoxville (TYS)
Book a stay at this family-friendly hotel in Pigeon Forge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. Popular attractions Island at Pigeon Forge and Dollywood are located nearby.

River Terrace Resort & Convention Center

River Terrace Resort & Convention Center

3.5 out of 5
Price was $853, price is now $514 per person
$514
per person
Dec 31 - Jan 3
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) 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 Ober Mountain and Great Smoky Mountains National Park are located nearby.

Moondance Cabin by Lightfoot Stays

Moondance Cabin by Lightfoot Stays

5 out of 5
Price was $1,460, price is now $899 per person
$899
per person
Dec 30 - Jan 1
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Knoxville (TYS)
Book a stay at this luxury cabin in Sevierville. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ober Mountain and Next To Heaven are located nearby.
Everything was good with the property, communication was great, convenient to everything, price was reasonable and will be back and will recommend to friends and family. Thank you for having us!

Reviewed on Oct 23, 2026

Wild Bear Inn

Wild Bear Inn

3 out of 5
Price was $607, price is now $383 per person
$383
per person
Dec 30 - Jan 2
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to Knoxville (TYS)
Stay at this hotel in Pigeon Forge. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Dollywood and Island at Pigeon Forge are located nearby.
Our room was under renovation.no bottled water in the room,no sachet of tea of coffee offered,no thin soap,no sachet of shampoo and conditioner, no bath tub,bed has no head rest,water from shower cubicle seeping on the floor,no grab bar not safe 100% hip fracture you can also cut your body from glass divider.i dont recommend this till they fix safety issues of TENNESSEE MOUNTAIN LODGE

Reviewed on Nov 3, 2026

The Resort at Governor's Crossing

The Resort at Governor's Crossing

3.5 out of 5
Price was $452, price is now $295 per person
$295
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Knoxville (TYS)
Book a stay at this family-friendly hotel in Sevierville. Enjoy free WiFi, free parking, and free water park access. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Island at Pigeon Forge and Dollywood are located nearby.

The Lodge at Camp Margaritaville

The Lodge at Camp Margaritaville

3 out of 5
Price was $488, price is now $323 per person
$323
per person
Dec 21 - Dec 24
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Knoxville (TYS)
Book a stay at this family-friendly hotel in Pigeon Forge. Enjoy free WiFi, an outdoor pool, and 2 outdoor pickleball courts. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dollywood and Island at Pigeon Forge are located nearby.

Hotel Indigo Gatlinburg Downtown by IHG

Hotel Indigo Gatlinburg Downtown by IHG

3.5 out of 5
Price was $434, price is now $289 per person
$289
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Knoxville (TYS)
Stay at this hotel in Gatlinburg. Enjoy 2 restaurants, a fitness center, and parking (surcharge). Popular attractions Ober Mountain and Great Smoky Mountains National Park are located nearby.

Laurel Point Resort

Laurel Point Resort

2.5 out of 5
Price was $1,078, price is now $756 per person
$756
per person
Dec 31 - Jan 3
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Knoxville (TYS)
Stay at this aparthotel in Gatlinburg. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Ober Mountain 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.
The Resort at Governor's Crossing

The Resort at Governor's Crossing

3.5 out of 5
Governor’s Crossing
Price was $452, price is now $295 per person
$295
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Knoxville (TYS)
River Terrace Resort & Convention Center

River Terrace Resort & Convention Center

3.5 out of 5
Downtown Gatlinburg
Price was $853, price is now $514 per person
$514
per person
Dec 31 - Jan 3
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Knoxville (TYS)
Wild Bear Inn

Wild Bear Inn

3 out of 5
Price was $607, price is now $383 per person
$383
per person
Dec 30 - Jan 2
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to Knoxville (TYS)
The Lodge at Camp Margaritaville

The Lodge at Camp Margaritaville

3 out of 5
Price was $488, price is now $323 per person
$323
per person
Dec 21 - Dec 24
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Knoxville (TYS)

Middlesboro Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Gatlinburg Town Square

Gatlinburg Town Square

2.5 out of 5
Price was $462, price is now $308 per person
$308
per person
Jan 10 - Jan 15
just found
Roundtrip flight included
Tampa (TPA) to Knoxville (TYS)
Laurel Point Resort

Laurel Point Resort

2.5 out of 5
Chalet Village
Price was $915, price is now $557 per person
$557
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)
Holiday Inn Club Vacations Smoky Mountain Resort by IHG

Holiday Inn Club Vacations Smoky Mountain Resort by IHG

3 out of 5
Price was $1,282, price is now $823 per person
$823
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)
Wild Bear Inn

Wild Bear Inn

3 out of 5
Price was $1,175, price is now $784 per person
$784
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)

Top Flight Deals

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

Allegiant Air
Wed, Dec 2 - Thu, Dec 3
PIE
St. Petersburg-Clearwater Intl.
TYS
McGhee Tyson
$107 Roundtrip, found 6 hours ago
$107
Roundtrip
found 6 hours ago
Select Allegiant Air flight, departing Wed, Dec 2 from St. Petersburg-Clearwater Intl. to McGhee Tyson, returning Thu, Dec 3, priced at $107 found 6 hours ago
Allegiant Air
Tue, Jan 12 - Tue, Jan 19
FLL
Fort Lauderdale - Hollywood Intl.
TYS
McGhee Tyson
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Tue, Jan 12 from Fort Lauderdale - Hollywood Intl. to McGhee Tyson, returning Tue, Jan 19, priced at $120 found 1 day ago
Allegiant Air
Fri, Nov 13 - Mon, Nov 16
MCO
Orlando Intl.
TYS
McGhee Tyson
$148 Roundtrip, found 1 hour ago
$148
Roundtrip
found 1 hour ago
Select Allegiant Air flight, departing Fri, Nov 13 from Orlando Intl. to McGhee Tyson, returning Mon, Nov 16, priced at $148 found 1 hour ago
American Airlines
Wed, Dec 2 - Thu, Dec 3
TPA
Tampa Intl.
TYS
McGhee Tyson
$217 Roundtrip, just found
$217
Roundtrip
just found
Select American Airlines flight, departing Wed, Dec 2 from Tampa Intl. to McGhee Tyson, returning Thu, Dec 3, priced at $217 just found