![File:George Caleb Bingham - Daniel Boone escorting settlers through the Cumberland Gap.jpg - Wikimedia Commons File:George Caleb Bingham - Daniel Boone escorting settlers through the Cumberland Gap.jpg - Wikimedia Commons](https://upload.wikimedia.org/wikipedia/commons/thumb/1/16/George_Caleb_Bingham_-_Daniel_Boone_escorting_settlers_through_the_Cumberland_Gap.jpg/1200px-George_Caleb_Bingham_-_Daniel_Boone_escorting_settlers_through_the_Cumberland_Gap.jpg)
File:George Caleb Bingham - Daniel Boone escorting settlers through the Cumberland Gap.jpg - Wikimedia Commons
![File:2017-06-12 15 37 57 View of the northeast side of Cumberland Gap on the border of Kentucky and Virginia from the town of Cumberland Gap in Claiborne County, Tennessee.jpg - Wikimedia Commons File:2017-06-12 15 37 57 View of the northeast side of Cumberland Gap on the border of Kentucky and Virginia from the town of Cumberland Gap in Claiborne County, Tennessee.jpg - Wikimedia Commons](https://upload.wikimedia.org/wikipedia/commons/thumb/3/39/2017-06-12_15_37_57_View_of_the_northeast_side_of_Cumberland_Gap_on_the_border_of_Kentucky_and_Virginia_from_the_town_of_Cumberland_Gap_in_Claiborne_County%2C_Tennessee.jpg/2560px-thumbnail.jpg)
File:2017-06-12 15 37 57 View of the northeast side of Cumberland Gap on the border of Kentucky and Virginia from the town of Cumberland Gap in Claiborne County, Tennessee.jpg - Wikimedia Commons
![The Cumberland Gap - Back in Time - General Highway History - Highway History - Federal Highway Administration The Cumberland Gap - Back in Time - General Highway History - Highway History - Federal Highway Administration](https://www.fhwa.dot.gov/infrastructure/images/back0204a.jpg)