Middlesboro, KY 40965
74°F
Downtown Middlesboro, KY
Est. 1890

Our Heritage

From Wilderness Road gateway to the city built in a crater — the story of Middlesboro, Kentucky.

Nestled at the gateway to Cumberland Gap in Bell County, Middlesboro is a city like no other — built entirely inside a meteorite impact crater. From Daniel Boone's frontier trails through the historic gap to the English investors who envisioned a great industrial city, our story is woven into the fabric of America's westward expansion.

A Timeline of Middlesboro

1775

The Wilderness Road

Daniel Boone blazes the Wilderness Road through Cumberland Gap, opening Kentucky and the trans-Appalachian West to pioneer settlement just a few miles from present-day Middlesboro.

1880s

The Founding

English investors, led by Alexander A. Arthur, establish the town of Middlesborough, named after Middlesbrough, England. They envision a great industrial city powered by iron ore and coal.

Book Local Tours

1890

A City Rises

Middlesboro is officially incorporated. The town quickly grows with a streetcar line, electric lights, an opera house, and the Middlesboro Country Club — the oldest golf course in Kentucky.

1933

The Crater Discovery

Geologists recognize that Middlesboro sits inside a 3-mile-wide meteorite impact crater, formed roughly 300 million years ago — one of the few astroblemes in the world large enough to contain an entire city.

1940

Cumberland Gap Park

Cumberland Gap National Historical Park is established, preserving the historic gap and surrounding mountains that make Middlesboro the 'Gateway to the West.'

Visit Parks

Today

Living Heritage

Middlesboro blends its rich pioneer heritage, meteor crater geology, and Cumberland Gap wilderness with modern amenities and a vibrant community spirit.

Historic Landmarks

Cumberland Gap National Historical Park

Cumberland Gap National Historical Park

America's first great gateway to the West. 24,000 acres of trails, the Pinnacle Overlook, Gap Cave, and the historic pass where Daniel Boone crossed into Kentucky in 1775.

National Park
Historic
Since 1940
Downtown Cumberland Avenue

Downtown Cumberland Avenue

The historic commercial district at the intersection of Cumberland Avenue and 20th Street, listed on the National Register of Historic Places.

Downtown
Historic District
Wilderness Road Heritage

Wilderness Road Heritage

The trail Daniel Boone blazed through the Cumberland Gap that opened Kentucky to settlement — preserved within the national park on Middlesboro's doorstep.

Pioneer Trail
Daniel Boone
The Middlesboro Crater

The Middlesboro Crater

One of the few meteorite impact craters in the world large enough to contain an entire city. Visible from the Pinnacle Overlook in Cumberland Gap National Park.

Geology
Meteor Crater

Middlesboro Meteor Crater FAQ