Happy last days of Summer! Summer was nice and all, but it is now the season of Fall! The pumpkin patches, apple orchards, crunchy fall leaves, and the weather changes are all so comforting to me, and though Summer is lovely, I am excited to plan for Fall!
Below are two lists I have compiled that share events in and surrounding Jessamine County, Kentucky. This list will be updated as more events get brought to my attention. Happy Fall!

Jessamine County Fall Events
- Jessamine Chalkfest 2023 – September 23rd, 11-5pm
- Welcome Autumn 2023 FEST at Bryan House Car Show & Craft Fair Sept – Oct 1st, 10-5pm
- Wilmore Arts & Crafts Festival 2023 – Oct 7th, 9-4pm
- Comic Surge 2023 – October 7th, 10-5pm
- 2023 Jessamine Fall Festival – Oct 18-21st
Fall Events Near Jessamine County – CKY Events
- Vintage Market Days ‘Color Me Autumn’ – September 22 – 24th 10 – 4pm – Lexington
- Monarch Fest – September 23rd, 10-2:30pm – Lexington (Raven Run)
- 2023 Twilight Festival – September 23rd, 12-9pm – Versailles
- L&W Produce 1st Annual Fall Festival – September 30th, 12-5pm – Lancaster
- Fallin’ Into Fun Festival at Jack Kain Ford – October 7th, 11-4pm – Versailles
- Harvest Moon Festival – Oct 14th, 10-6pm – Garrard
- Moonlight Festival 2023 – October 21st, 11-10pm – Somerset
- Raven Run Pumpkin Carving – Oct 21st, 5:30-7:30pm – Lexington
- Jack-o’-lantern Trail – Oct 25-28th – Lexington
This blog post will be updated daily as I discover more Fall festivities in Jessamine Co. and the surrounding areas! Be sure to bookmark this webpage so you can return to it, as this will be updated throughout the Fall season until the end of November.
