
Cumberland Gap Vacations
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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.
Cumberland Gap Hotel Deals

The Olde Mill Inn Bed & Breakfast
603 Pennlyn Avenue, Cumberland Gap, TN
$130 nightly
The price is $148 total per night from Oct 29 to Oct 30
$148 total
Oct 29 - Oct 30
Total with taxes and fees
9.6/10 Exceptional! (173 reviews)
best
Reviewed on Oct 15, 2025

Pine Mountain State Resort Park
1050 State Park Road, Pineville, KY
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $97 total per night from Oct 29 to Oct 30
$97 total
Oct 29 - Oct 30
Total with taxes and fees
9/10 Wonderful! (639 reviews)
Th views are amazing, great service and property. We will be back!
Reviewed on Oct 23, 2025

Days Inn by Wyndham Jellico - Tennessee State Line
1417 5th Street, Jellico, TN
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $72 total per night from Oct 29 to Oct 30
$72 total
Oct 29 - Oct 30
Total with taxes and fees
7/10 Good! (1,000 reviews)
Pool was green
Reviewed on Oct 17, 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.
Find the Best Cumberland Gap Vacation Packages
Cumberland Gap Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 490 |
Max Temp Winter | 45ºF |
Max Temp Summer | 85ºF |
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