May 29, 2026
Cumberland Gap, TN
Travel
Cumberland Gap is a quaint little mountain town tucked in the Appalachians, however this means hotel options are limited. We've included some great Airbnb house rentals in the Gap which are walkable to our venue and the whole town, along with The Olde Mill Inn Bed and Breakfast, another amazing option. If looking for rentals outside the list, we recommend staying in Cumberland Gap, Harrogate, or Middlesboro.
There are proper hotel accommodations and some more affordable rentals also listed, located a short 10 minute drive through the Cumberland Gap Tunnel in Middlesboro, KY.
Hotel
The Olde Mill Inn Bed and Breakfast
603 Pennlyn Avenue, Cumberland Gap, TN 37724
House Or Rental
1928 Home in the heart of Cumberland Gap
Cumberland Gap, TN
House Or Rental
Cozy Cumberland Gap Cottage
House Or Rental
The Inn over Angelos
527 Colwyn Street, Cumberland Gap, TN 37724
House Or Rental
Blissful Bungalow across from LMU campus
Harrogate, TN
House Or Rental
The Farmhouse
Middlesboro, KY
House Or Rental
The Villa
Middlesboro, KY
Hotel
Holiday Inn Express Middlesboro by IHG
1252 North 12th Street, Middlesboro, KY 40965
Hotel
Sleep Inn & Suites Middlesboro
1260 North 12th Street, Middlesboro, KY 6065767829
For all the days along the way