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Search Gay-Friendly Hotels in Middlesboro

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Check availability on Middlesboro Gay-Friendly Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Middlesboro LGBT-friendly hotels

Standard Room | Desk, blackout curtains, iron/ironing board, rollaway beds
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (694)
"Only stayed one night but the hotel was quiet, considering the amount of people that seemed to be there, very clean and the breakfast was great!"
United States
Kevin
The price is ฿3,667
฿4,042 total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express Middlesboro by IHG
Exterior
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro
2.5 star property
Middlesboro
9.2 out of 10, Wonderful, (815)
"Room was clean and comfortable. Staff was courteous. "
United States
Tommy
The price is ฿2,902
฿3,199 total
includes taxes & fees
25 Jan - 26 Jan 2026
Sleep Inn & Suites Middlesboro
Exterior
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG
2.5 star property
Williamsburg
9.0 out of 10, Wonderful, (1004)
"Staff was nice and breakfast was good"
United States
nicole
The price is ฿3,569
฿4,036 total
includes taxes & fees
13 Jan - 14 Jan 2026
Holiday Inn Express Williamsburg by IHG
Suite, Accessible, Ensuite (Thomas Walker Annex) | 1 bedroom, WiFi
The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast
2.5 star property
Cumberland Gap
9.0 out of 10, Wonderful, (426)
"Staff was very communicative, room was clean with all necessary amenities. Good location. Comfy beds. "
United States
Jennifer
The price is ฿4,162
฿4,713 total
includes taxes & fees
15 Jan - 16 Jan 2026
The Olde Mill Inn Bed & Breakfast
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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Top Middlesboro Hotel Reviews

Frequently asked questions

How do I find an LGBTQ-friendly hotel in Middlesboro?
Book a place where you can be yourself! You'll find LGBTQ-friendly hotels in Middlesboro on Expedia. Visitors are sure to enjoy all Middlesboro has to offer including its mountain landscape.
What is the top LGBTQ-friendly place to stay in Middlesboro?
Sleep Inn & Suites is a top LGBTQ-friendly hotel, and features free breakfast and free WiFi. Holiday Inn Express Middlesboro by IHG is another good choice for your holiday.
How many gay-friendly accommodation options are there in Middlesboro?
There are currently 2 gay-friendly accommodation options in Middlesboro.
What should I see while I'm in Middlesboro?
During your trip, get out and enjoy everything Middlesboro has to offer. You and your travelling companions may want to visit Middlesboro Mall, Cumberland Gap National Historical Park and Kentucky Ridge State Forest. While you're here, create some great memories of your trip with stops at Bell County Historical Society Museum and Middlesboro Country Club.
What is an LGBTQ-friendly hotel in Middlesboro?
LGBTQ-friendly hotels welcome all travellers who identify as LGBTQIA+. Expedia has worked with the International Gay and Lesbian Travel Association (IGLTA) to compile a selection of LGBTQ-friendly hotels worldwide. In Middlesboro, hotels affiliated with IGLTA prioritise a diverse environment in which guests are welcomed, respected and not obliged to declare or hide their sexual orientation.
What can I expect from an LGBTQ-friendly Middlesboro hotel?
Stay at a gay-friendly hotel in Middlesboro and the staff will help you explore the local gay scene and the LGBTQ+ culture. Many of our LGBTQ-friendly accommodation options offer wedding ceremonies and honeymoon packages for same-sex couples.