Cumberland Gap Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Top Cumberland Gap Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Clintwood
Price was CA $1,094, price is now CA $1,077 per person
CA $1,077
per person
Jul 23 - Jul 25
found 1 day ago
Roundtrip flight included
Saskatoon (YXE) to Tri-Cities (TRI)
9.4/10 Exceptional! (293 reviews)
Room was very clean and the staff very good the greeted us with a smile every time we came in. And they welcomed my pet and said hello every time they saw her. I’m from MI. And people aren’t always friendly. Va. Is. Everybody is friendly I enjoyed my stay very much.
Reviewed on Mar 23, 2026
Cumberland Gap Hotel Deals
Days Inn by Wyndham Jellico - Tennessee State Line
1417 5th Street Jellico TN
Fully refundableReserve now, pay when you stay
The price is CA $84 per night from May 24 to May 25
CA $84
CA $96 total
May 24 - May 25
includes taxes & fees
7.2/10 Good! (1,003 reviews)
O
Reviewed on May 13, 2026
Sleep Inn & Suites Middlesboro
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is CA $145 per night from May 31 to Jun 1
CA $145
CA $162 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (873 reviews)
Great property clean nice and room was amazing and quite
Reviewed on May 17, 2026
Floating Holiday #4 on Norris Lake at Springs Dock Marina. Front Row View!
LaFollette TN
10/10 Exceptional! (9 reviews)
Everything was wonderful. The house was clean and beautiful. We were looking for a relaxing weekend while enjoying the lake and this home provided just that. We will be back!
Reviewed on Sep 6, 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
