Cumberland Gap Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Cumberland Gap
The Olde Mill Inn Bed & Breakfast
603 Pennlyn Avenue Cumberland Gap TN
9.2/10 Wonderful! (430 reviews)
Charming place to stay in Cumberland gap. It was lovely to be there. We enjoyed our breakfast and the 1919 restaurant was very good, which was just around the corner.
Reviewed on 10 Apr 2026
Sleep Inn & Suites Middlesboro
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is 2.583.660 ₫ per night from 3 May to 4 May
2.583.660 ₫
2.904.061 ₫ total
3 May - 4 May
includes taxes & fees
9.2/10 Wonderful! (856 reviews)
The room was comfortable and clean. The only issue that we had was there wasn't any hot water the morning we checked out.
Reviewed on 17 Apr 2026
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.
