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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.
River Edge Inn

River Edge Inn

2 out of 5
Price was $451, price is now $327 per person
$327
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop 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.
Sunrise Ridge Resort

Sunrise Ridge Resort

3 out of 5
Save 100% on your flight
Price was $863, price is now $561 per person
$561
per person
Mar 11 - Mar 16
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) 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.
Country Cascades Waterpark Resort

Country Cascades Waterpark Resort

3.5 out of 5
Save 100% on your flight
Price was $921, price is now $634 per person
$634
per person
Mar 11 - Mar 16
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) 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.
The Oliver Hotel

The Oliver Hotel

3.5 out of 5
Price was $874, price is now $616 per person
$616
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)
Book a stay at this 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 Thompson–Boling Arena are located nearby.
Creekstone Inn

Creekstone Inn

2 out of 5
Price was $794, price is now $565 per person
$565
per person
Mar 11 - Mar 16
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) 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.
Comfort Inn & Suites Knoxville West

Comfort Inn & Suites Knoxville West

2.5 out of 5
Price was $509, price is now $364 per person
$364
per person
Jan 24 - Jan 29
found 10 hours ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)
Book a stay at this business-friendly hotel in Knoxville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions West Town Mall and Regal Cinebarre West Town Mall are located nearby.
The Lodge at Camp Margaritaville

The Lodge at Camp Margaritaville

3 out of 5
Save 100% on your flight
Price was $1,055, price is now $756 per person
$756
per person
Mar 11 - Mar 16
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) 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 Dolly Parton's Stampede Dinner Attraction are located nearby.
Quality Inn And Suites Dollywood

Quality Inn And Suites Dollywood

2.5 out of 5
Price was $634, price is now $466 per person
$466
per person
Mar 11 - Mar 16
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) 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 pool in our reviews. Popular attractions Dollywood and Dolly Parton's Stampede Dinner Attraction are located nearby.

Middlesboro Vacation Packages 3-4 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 $458, price is now $328 per person
$328
per person
Feb 20 - Feb 23
just found
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)
The Oliver Hotel

The Oliver Hotel

3.5 out of 5
Downtown Knoxville
Price was $874, price is now $616 per person
$616
per person
Feb 12 - Feb 15
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 $1,244, price is now $914 per person
$914
per person
Feb 16 - Feb 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Knoxville (TYS)
The Gillette

The Gillette

2 out of 5
Price was $536, price is now $406 per person
$406
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Knoxville (TYS)

Middlesboro Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sunrise Ridge Resort

Sunrise Ridge Resort

3 out of 5
Save 100% on your flight
Price was $863, price is now $561 per person
$561
per person
Mar 11 - Mar 16
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Knoxville (TYS)
The Oliver Hotel

The Oliver Hotel

3.5 out of 5
Downtown Knoxville
Save 100% on your flight
Price was $1,251, price is now $741 per person
$741
per person
Jan 24 - Jan 29
found 10 hours ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)
THE TENNESSEAN Hotel

THE TENNESSEAN Hotel

4 out of 5
Downtown Knoxville
Save 100% on your flight
Price was $1,012, price is now $686 per person
$686
per person
Jan 24 - Jan 29
found 10 hours ago
Roundtrip flight included
Miami (MIA) to Knoxville (TYS)
Country Cascades Waterpark Resort

Country Cascades Waterpark Resort

3.5 out of 5
Downtown Pigeon Forge
Save 100% on your flight
Price was $921, price is now $634 per person
$634
per person
Mar 11 - Mar 16
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Knoxville (TYS)

Top Flight Deals

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

Frontier Airlines
Mon, Feb 2 - Mon, Feb 9
IAH
George Bush Intercontinental
TYS
McGhee Tyson
$172 Roundtrip, found 1 day ago
$172
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Feb 2 from George Bush Intercontinental to McGhee Tyson, returning Mon, Feb 9, priced at $172 found 1 day ago
Frontier Airlines
Mon, Jan 26 - Mon, Feb 2
DFW
Dallas-Fort Worth Intl.
TYS
McGhee Tyson
$172 Roundtrip, found 10 hours ago
$172
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Mon, Jan 26 from Dallas-Fort Worth Intl. to McGhee Tyson, returning Mon, Feb 2, priced at $172 found 10 hours ago
American Airlines
Tue, Feb 10 - Wed, Feb 18
MIA
Miami Intl.
TYS
McGhee Tyson
$179 Roundtrip, found 2 days ago
$179
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Feb 10 from Miami Intl. to McGhee Tyson, returning Wed, Feb 18, priced at $179 found 2 days ago
American Airlines
Wed, Jan 14 - Wed, Jan 21
MCO
Orlando Intl.
TYS
McGhee Tyson
$199 Roundtrip, found 20 hours ago
$199
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Wed, Jan 14 from Orlando Intl. to McGhee Tyson, returning Wed, Jan 21, priced at $199 found 20 hours ago