[3] Jessamine County is part of the Lexington-Fayette, KY Metropolitan Statistical Area.

It is within the Inner Blue Grass region, long a center of farming and blooded stock raising, including thoroughbred horses.

[5] The county is claimed to be named for a Jessamine Douglass, the daughter of a pioneer settler, who was either killed by Native Americans or committed suicide after being unlucky in love, but that story is dismissed by modern scholars, who say the name is from Jessamine Creek and the jasmine flowers that grow next to it.

[9] Wine making based on European grapes became widespread in the United States.

In 2020, voters voted to allow alcohol sales, reversing the county's dry policy.

[10] The Chrisman Mill Vineyards is authorized to operate and sell its product in the "dry" portion of the county.

The Lexington Area MPO is responsible for transportation planning for Fayette and Jessamine counties.

This includes activities such as carpool matching, administering a commuter vanpool program, air quality forecasting, bicycle and pedestrian planning, congestion management, and developing transportation plans and documents.