
Cumberland Gap Vacations from $423
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Your Cumberland Gap Vacation
Select a Cumberland Gap vacation package and focus on what matters — enjoying yourself. This means no more stressful planning, just lots more time to savor the delights of this lively city, such as its rich history and spectacular views. If your trip to Cumberland Gap includes a little sightseeing, visit popular attractions like Cumberland Gap National Historical Park, Middlesboro Mall and Bell County Historical Society Museum. Whoever you're heading away with and whatever you want to spend, your dream Cumberland Gap vacation is only clicks away with Expedia.
The Latest Cumberland Gap vacation packages
Price found within the past 48 hours. Click for updated prices.

Carnegie Hotel & Spa
Price was $483, price is now $423 per person
$423
per person
Dec 19 - Dec 22
found 11 hours ago
Roundtrip flight included
Raleigh (RDU) to Tri-Cities (TRI)
9.8/10 Exceptional! (1,255 reviews)
The staff were so friendly and the hotel was elegant. The room had every amenity and was very clean. Convenient to shopping and dining options.
Reviewed on Oct 11, 2025



DoubleTree by Hilton Hotel Johnson City
Price was $831, price is now $773 per person
$773
per person
Nov 19 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tri-Cities (TRI)
8.4/10 Very Good! (924 reviews)
The room was quite clean but very cramped. I felt claustrophobic in it. The bathroom was excellent with lots of space and clean towels. Doesn’t anyone believe in towel bars anymore? They would have been helpful.
The room and hotel were a bit shabby. Toilet paper holder was falling off the wall, worn spots were evident in the room, the elevator floors were worn out, one of the dollies had a flat tire, etc.
The desk staff were not very helpful.
Loved the restaurant but breakfast was understaffed all three days and staff were scurrying around to replenish plates and flatware. The food was excellent.
Reviewed on Oct 10, 2025
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The Olde Mill Inn Bed & Breakfast
603 Pennlyn Avenue, Cumberland Gap, TN
$128 nightly
The price is $146 total per night from Nov 13 to Nov 14
$146 total
Nov 13 - Nov 14
Total with taxes and fees
9.6/10 Exceptional! (172 reviews)
"What a great and unique place! We stayed in "The Cabin" room, which apparently is the oldest wood structure in the county, and you could tell it was very historic, yet also very comfortable. The Inn is in a perfect location in town, within a few steps of restaurants and also the National Park. Breakfast ..."
Reviewed on Sep 29, 2025

Cumberland Gap Inn
630 Brooklyn Street, Cumberland Gap, TN
7.8/10 Good! (582 reviews)
"The views around the area are beautiful and the town is peaceful and quiet"
Reviewed on Oct 4, 2025

Pine Mountain State Resort Park
1050 State Park Road, Pineville, KY
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $101 total per night from Nov 10 to Nov 11
$101 total
Nov 10 - Nov 11
Total with taxes and fees
9/10 Wonderful! (627 reviews)
"Great views, and wonderful trails, and pet-friendly."
Reviewed on Oct 9, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Cumberland Gap Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Population | 490 |
Max Temp Winter | 45ºF |
Max Temp Summer | 85ºF |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.