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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.
The Ramsey Hotel & Convention Center

The Ramsey Hotel & Convention Center

3 out of 5
Price was $485, price is now $335 per person
$335
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip flight included
Miami (MIA) 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 Titanic Museum are located nearby.
Cumberland House Knoxville, Tapestry Collection by Hilton

Cumberland House Knoxville, Tapestry Collection by Hilton

3 out of 5
Save 100% on your flight
Price was $1,305, price is now $847 per person
$847
per person
Dec 2 - Dec 10
found 1 day ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)
Stay at this 3-star business-friendly hotel in Knoxville. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Neyland Stadium and Knoxville Museum of Art are located nearby.
The Oliver Hotel

The Oliver Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,221, price is now $801 per person
$801
per person
Dec 2 - Dec 10
found 1 day ago
Roundtrip 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.
Club Wyndham Smoky Mountains

Club Wyndham Smoky Mountains

3 out of 5
Save 100% on your flight
Price was $1,762, price is now $1,155 per person
$1,155
per person
Dec 2 - Dec 10
found 1 day 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 Dollywood are located nearby.
Courtyard by Marriott Gatlinburg Downtown

Courtyard by Marriott Gatlinburg Downtown

3 out of 5
Price was $943, price is now $623 per person
$623
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
River Edge Inn

River Edge Inn

2 out of 5
Price was $804, price is now $531 per person
$531
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Ripley's Aquarium of the Smokies and Great Smoky Mountains National Park are located nearby.
THE TENNESSEAN Hotel

THE TENNESSEAN Hotel

4 out of 5
Save 100% on your flight
Price was $1,454, price is now $962 per person
$962
per person
Dec 2 - Dec 10
found 1 day ago
Roundtrip 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.
River Terrace Resort & Convention Center

River Terrace Resort & Convention Center

3.5 out of 5
Price was $601, price is now $409 per person
$409
per person
Nov 8 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 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.
Courtyard by Marriott Gatlinburg Downtown

Courtyard by Marriott Gatlinburg Downtown

3 out of 5
Price was $600, price is now $428 per person
$428
per person
Nov 19 - Nov 22
found 20 hours ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)
River Terrace Resort & Convention Center

River Terrace Resort & Convention Center

3.5 out of 5
Downtown Gatlinburg
Save 100% on your flight
Price was $983, price is now $599 per person
$599
per person
Nov 6 - Nov 10
just found
Roundtrip non-stop flight included
Boston (BOS) to Knoxville (TYS)
Sunrise Ridge Resort

Sunrise Ridge Resort

3 out of 5
Price was $714, price is now $496 per person
$496
per person
Dec 13 - Dec 17
found 17 hours ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)
The Ramsey Hotel & Convention Center

The Ramsey Hotel & Convention Center

3 out of 5
Downtown Pigeon Forge
Price was $623, price is now $433 per person
$433
per person
Nov 19 - Nov 22
found 20 hours ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)

Middlesboro Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
River Edge Inn

River Edge Inn

2 out of 5
Downtown Gatlinburg
Price was $804, price is now $531 per person
$531
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Knoxville (TYS)
River Terrace Resort & Convention Center

River Terrace Resort & Convention Center

3.5 out of 5
Downtown Gatlinburg
Price was $1,091, price is now $665 per person
$665
per person
Oct 20 - Oct 25
found 23 hours ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)
Sunrise Ridge Resort

Sunrise Ridge Resort

3 out of 5
Price was $1,020, price is now $667 per person
$667
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)
Courtyard by Marriott Gatlinburg Downtown

Courtyard by Marriott Gatlinburg Downtown

3 out of 5
Price was $943, price is now $623 per person
$623
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Knoxville (TYS)

Top Flight Deals

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

American Airlines
Tue, Nov 4 - Tue, Nov 11
MIA
Miami Intl.
TYS
McGhee Tyson
$166 Roundtrip, found 2 days ago
$166
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Nov 4 from Miami Intl. to McGhee Tyson, returning Tue, Nov 11, priced at $166 found 2 days ago
United
Tue, Feb 3 - Sat, Feb 7
IAH
George Bush Intercontinental
TYS
McGhee Tyson
$209 Roundtrip, found 13 hours ago
$209
Roundtrip
found 13 hours ago
Select United flight, departing Tue, Feb 3 from George Bush Intercontinental to McGhee Tyson, returning Sat, Feb 7, priced at $209 found 13 hours ago
American Airlines
Sat, Jan 31 - Sat, Feb 7
HOU
William P. Hobby
TYS
McGhee Tyson
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jan 31 from William P. Hobby to McGhee Tyson, returning Sat, Feb 7, priced at $229 found 1 day ago
Delta
Tue, Oct 21 - Wed, Oct 22
MCO
Orlando Intl.
TYS
McGhee Tyson
$240 Roundtrip, found 1 day ago
$240
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 21 from Orlando Intl. to McGhee Tyson, returning Wed, Oct 22, priced at $240 found 1 day ago