The Haunted Chester InnSouthern Ghost Story and Appalachian Folklore
Built in 1797, the Chester Inn in Jonesborough, Tennessee, is one of the oldest inns in the Southern mountains - and one of its most haunted. Travelers and locals alike tell of children’s voices, footsteps on empty stairs, and the ghost of Andrew Jackson himself, who’s said to appear near the balcony where he once stayed.
Origin
The Chester Inn was built by Dr. William Chester as a frontier stop along the Great Stage Road - the main route through East Tennessee before railroads. Known as "the finest inn on the Western Frontier," it welcomed countless travelers, politicians, and soldiers, including President Andrew Jackson, who lodged there during his early military years.
The building survived fires, wars, and the slow crawl of centuries. But the stories say not everyone checked out. Some tell of a tragic fire that once swept the upper floors, where the laughter of children was last heard. Others whisper that certain guests - particularly a tall man in old boots and a long coat - still walk the halls as if waiting for their carriage.
They say if you walk past the Chester Inn after dark, you can hear the boards creak like somebody’s pacing upstairs. Folks say a child’s laughter sometimes drifts down from the second floor, and every so often, a shadow crosses the window that ought to be empty.
Notes
Modern visitors sometimes catch flickers of movement in upstairs windows long after the museum has closed. Ghost tours through Jonesborough make the Chester Inn a highlight stop, where guides tell of phantom footsteps, cold air in summer, and lights glowing from locked rooms.
One story claims that on quiet autumn nights, a deep voice says "Good evening, sir" near the front door - polite, formal, and unmistakably old-fashioned. Folks figure if it’s not Dr. Chester greeting you, it’s Andrew Jackson himself.
Legacy
Today the Chester Inn is a Tennessee State Historic Site and museum, open by day to tell Jonesborough’s early history - and by night, to tell its ghost stories. The blend of truth and tale has made it one of Appalachia’s best-loved haunts, where the frontier past still lingers just a breath away.
Every October, as the leaves turn and the air cools, Jonesborough’s storytellers gather out front to remind folks that even the oldest walls remember - and sometimes, they answer back.
Dislaimer
What you're reading here is old Southern folklore and storytelling - not medical advice, and not meant to guide health, or pregnancy decisions (especially pregnancy decisions!). These tales are part of how folks once made sense of the world, passed down from grandparents and midwives.
If you have any medical questions or concerns, talk with a qualified healthcare professional.
Learn more on the Folklore hub page.
- Knock a Mud Hole in You and Walk It Dry
- Cuss Someone Like a Dog
- The Devil With...
- Squeezes a Nickel Till the Buffalo Hollers
- So Tight the Eagle Screams
- Let Me Tell You How the Cow Ate the Cabbage
- Fly Off the Handle
- He Thinks the Sun Comes Up Just to Hear Him Crow
- Pretty Is as Pretty Does
- Bleeding Like a Stuck Pig

