Search Deals onMiddlesboro Vacation Packages
Middlesboro Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Creekstone Inn
Price was $471, price is now $361 per person
$361
per person
Apr 10 - Apr 13
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Knoxville (TYS)
Stay at this hotel in Pigeon Forge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dollywood and Dolly Parton's Stampede Dinner Attraction are located nearby.
River Terrace Resort & Convention Center
Save 100% on your flight
Price was $1,359, price is now $858 per person
$858
per person
Mar 14 - Mar 21
found 3 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
Sunrise Ridge Resort
Save 100% on your flight
Price was $1,527, price is now $994 per person
$994
per person
Mar 14 - Mar 21
found 3 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Knoxville (TYS)
Book a stay at this 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 Dollywood and Island at Pigeon Forge are located nearby.
The Ramsey Hotel & Convention Center
Price was $736, price is now $517 per person
$517
per person
Apr 10 - Apr 13
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Knoxville (TYS)
Book a stay at this business-friendly hotel in Pigeon Forge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dollywood and Island at Pigeon Forge are located nearby.
The Resort at Governor's Crossing
Price was $1,272, price is now $906 per person
$906
per person
Mar 14 - Mar 21
found 3 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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 Dollywood and Hatfield and McCoy Dinner Show are located nearby.
Country Cascades Waterpark Resort
Price was $1,273, price is now $909 per person
$909
per person
Mar 14 - Mar 21
found 3 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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 Dollywood and Island at Pigeon Forge are located nearby.
River Edge Inn
Price was $551, price is now $402 per person
$402
per person
Apr 10 - Apr 13
found 24 hours ago
Roundtrip flight included
Orlando (MCO) 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.
Brookside Lodge
Price was $549, price is now $425 per person
$425
per person
Apr 10 - Apr 13
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Knoxville (TYS)
Book a stay at this family-friendly hotel in Gatlinburg. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Great Smoky Mountains National Park and Dollywood 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.
Tue, Apr 7 - Wed, Apr 8
MCO
Orlando Intl.
TYS
McGhee Tyson
$189 Roundtrip, found 18 hours ago
$189
Roundtrip
found 18 hours ago
Sun, May 17 - Sun, May 24
IAH
George Bush Intercontinental
TYS
McGhee Tyson
$229 Roundtrip, found 18 hours ago
$229
Roundtrip
found 18 hours ago
Sat, Feb 28 - Tue, Mar 3
FLL
Fort Lauderdale - Hollywood Intl.
TYS
McGhee Tyson
$255 Roundtrip, found 1 day ago
$255
Roundtrip
found 1 day ago
Sun, Apr 26 - Thu, Apr 30
LAX
Los Angeles Intl.
TYS
McGhee Tyson
$266 Roundtrip, found 18 hours ago
$266
Roundtrip
found 18 hours ago
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