Cumberland Gap Holidays
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Top hotels in Cumberland Gap
Cumberland Gap Inn
630 Brooklyn Street Cumberland Gap TN
Fully refundableReserve now, pay when you stay
The price is S$143 per night from 29 Dec to 30 Dec
S$143
29 Dec - 30 Dec
includes taxes & fees
8/10 Very Good! (584 reviews)
Quaint Inn Friendly staff
Reviewed on 14 Dec, 2025
The Olde Mill Inn Bed & Breakfast
603 Pennlyn Avenue Cumberland Gap TN
The price is S$195 per night from 15 Jan to 16 Jan
S$195
15 Jan - 16 Jan, 2026
includes taxes & fees
9.6/10 Exceptional! (178 reviews)
Staff was very communicative, room was clean with all necessary amenities. Good location. Comfy beds.
Reviewed on 18 Dec, 2025
Sleep Inn & Suites Middlesboro
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is S$132 per night from 18 Jan to 19 Jan
S$132
18 Jan - 19 Jan, 2026
includes taxes & fees
9/10 Wonderful! (815 reviews)
Room was clean and comfortable. Staff was courteous.
Reviewed on 23 Dec, 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.
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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
