Middlesboro Packages (Flight + Hotel)

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Top hotels in Middlesboro

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 out of 5
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is ฿3,188 per night from 15 Mar to 16 Mar
฿3,188
฿3,580 total
15 Mar - 16 Mar
includes taxes & fees
9.2/10 Wonderful! (826 reviews)
Yes

Reviewed on 25 Feb 2026

Sleep Inn & Suites Middlesboro
Suburban Studios Middlesboro

Suburban Studios Middlesboro

2 out of 5
1623 Cumberland Avenue Building B Middlesboro KY
Fully refundableReserve now, pay when you stay
The price is ฿2,293 per night from 27 Feb to 28 Feb
฿2,293
฿2,528 total
27 Feb - 28 Feb
includes taxes & fees
8.2/10 Very Good! (72 reviews)
Budget-friendly and convenient with pleasant staff

Reviewed on 9 Feb 2026

Suburban Studios Middlesboro
Boone Trail Inn

Boone Trail Inn

2 out of 5
2105 US HIGHWAY 25 E Middlesboro KY
Fully refundableReserve now, pay when you stay
The price is ฿2,014 per night from 27 Feb to 28 Feb
฿2,014
฿2,734 total
27 Feb - 28 Feb
includes taxes & fees
7.2/10 Good! (109 reviews)
The room was clean. Very quiet for the price, although I don’t think the pop machine was working

Reviewed on 23 Feb 2026

Boone Trail Inn
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.