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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.
Holiday Inn Express Gatlinburg Downtown by IHG

Holiday Inn Express Gatlinburg Downtown by IHG

2.5 out of 5
Price was $368, price is now $281 per person
$281
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Knoxville (TYS)
Book a stay at this business-friendly hotel in Gatlinburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Ober Mountain and Great Smoky Mountains National Park are located nearby.
Every thing looks good

Reviewed on Nov 7, 2026

River Terrace Resort & Convention Center

River Terrace Resort & Convention Center

3.5 out of 5
Price was $833, price is now $495 per person
$495
per person
Dec 31 - Jan 3
found 6 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.

Laurel Point Resort

Laurel Point Resort

2.5 out of 5
Price was $1,423, price is now $891 per person
$891
per person
Dec 30 - Jan 3
just found
Roundtrip flight included
Baltimore (BWI) 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.

Country Cascades Waterpark Resort

Country Cascades Waterpark Resort

3.5 out of 5
Price was $1,084, price is now $743 per person
$743
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.

Hotel Indigo Gatlinburg Downtown by IHG

Hotel Indigo Gatlinburg Downtown by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,432, price is now $1,011 per person
$1,011
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.
Love this place

Reviewed on Nov 14, 2026

Reagan Resorts Inn

Reagan Resorts Inn

2 out of 5
Price was $1,248, price is now $900 per person
$900
per person
Dec 30 - Jan 3
just found
Roundtrip flight included
Baltimore (BWI) to Knoxville (TYS)
Stay at this hotel in Gatlinburg. Enjoy free WiFi, free parking, and a 24-hour front desk. 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.
Stayed as a couple for one night in November of 2026. Mainly chose this hotel because of the location. Right on the strip in downtown Gatlinburg is pretty unbeatable. We checked in before sunset and the parking lot was pretty full. Our room was pretty nice. We stayed on the second floor in a room with a jacuzzi. We did use it and it was wonderful. Great stay and would do it again.

Reviewed on Nov 13, 2026

The Lodge at Camp Margaritaville

The Lodge at Camp Margaritaville

3 out of 5
Price was $1,303, price is now $968 per person
$968
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.

Hilton Garden Inn Gatlinburg

Hilton Garden Inn Gatlinburg

3 out of 5
Price was $1,192, price is now $894 per person
$894
per person
Dec 30 - Jan 3
found 9 hours ago
Roundtrip flight included
Baltimore (BWI) to Knoxville (TYS)
Book a stay at this business-friendly hotel in Gatlinburg. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). 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.
Easy access

Reviewed on Nov 13, 2026

Middlesboro Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
River Terrace Resort & Convention Center

River Terrace Resort & Convention Center

3.5 out of 5
Downtown Gatlinburg
Price was $833, price is now $495 per person
$495
per person
Dec 31 - Jan 3
found 6 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Knoxville (TYS)
Laurel Point Resort

Laurel Point Resort

2.5 out of 5
Chalet Village
Price was $1,423, price is now $891 per person
$891
per person
Dec 30 - Jan 3
just found
Roundtrip flight included
Baltimore (BWI) to Knoxville (TYS)
Country Cascades Waterpark Resort

Country Cascades Waterpark Resort

3.5 out of 5
Downtown Pigeon Forge
Price was $901, price is now $620 per person
$620
per person
Dec 30 - Jan 3
found 9 hours ago
Roundtrip flight included
Baltimore (BWI) to Knoxville (TYS)
The Lodge at Camp Margaritaville

The Lodge at Camp Margaritaville

3 out of 5
Price was $1,045, price is now $734 per person
$734
per person
Dec 30 - Jan 3
found 9 hours ago
Roundtrip flight included
Baltimore (BWI) to Knoxville (TYS)

Middlesboro Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Reagan Resorts Inn

Reagan Resorts Inn

2 out of 5
Downtown Gatlinburg
Price was $564, price is now $386 per person
$386
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Knoxville (TYS)
Laurel Point Resort

Laurel Point Resort

2.5 out of 5
Chalet Village
Price was $930, price is now $551 per person
$551
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Knoxville (TYS)
Country Cascades Waterpark Resort

Country Cascades Waterpark Resort

3.5 out of 5
Downtown Pigeon Forge
Price was $1,084, price is now $743 per person
$743
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Knoxville (TYS)
Hotel Indigo Gatlinburg Downtown by IHG

Hotel Indigo Gatlinburg Downtown by IHG

3.5 out of 5
Downtown Gatlinburg
Save 100% on your flight
Price was $1,432, price is now $1,011 per person
$1,011
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Knoxville (TYS)

Top Flight Deals

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

Allegiant Air
Tue, Jan 12 - Tue, Jan 19
FLL
Fort Lauderdale - Hollywood Intl.
TYS
McGhee Tyson
$107 Roundtrip, found 1 day ago
$107
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 $107 found 1 day ago
Allegiant Air
Wed, Dec 2 - Thu, Dec 3
PIE
St. Petersburg-Clearwater Intl.
TYS
McGhee Tyson
$107 Roundtrip, found 6 days ago
$107
Roundtrip
found 6 days 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 days ago
Allegiant Air
Fri, Nov 20 - Mon, Nov 23
MCO
Orlando Intl.
TYS
McGhee Tyson
$173 Roundtrip, found 1 hour ago
$173
Roundtrip
found 1 hour ago
Select Allegiant Air flight, departing Fri, Nov 20 from Orlando Intl. to McGhee Tyson, returning Mon, Nov 23, priced at $173 found 1 hour ago
Bargain Flight
Wed, Dec 2 - Wed, Dec 16
PHL
Philadelphia Intl.
TYS
McGhee Tyson
$243 Roundtrip, found 4 days ago
$243
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Wed, Dec 2 from Philadelphia Intl. to McGhee Tyson, returning Wed, Dec 16, priced at $243 found 4 days ago