Holidays 2026
With all that goes on around the holidays here in Central Kentucky, this season deserves its own post. If you’re looking for non-holiday events, you can check the General Rotating Holidays & Highlights page.
Events
Christmas Open House | Brewster’s Christmas | 11/6-11/8
Old Fashioned Christmas Kick-Off | Main St. (Midway) | 11/7, 10A
Nutcracker Magical Christmas Ballet | UK’s Singletary Center | 11/7, 3P
Holiday Tea Party | Mousetrap | 11/8, 4P
European Christmas Market | Downtown Midway | 11/13-12/18, Fridays 6P-9P
Lexington Christmas + Gift Show | Central Bank Center | 11/13-11/15
Holiday Reed Stars Class | Shaker Village of Pleasant Hill (Harrodsburg) | 11/14, 10A & 2P
Christmas Market | Shaker Village of Pleasant Hill (Harrodsburg) | 11/14, 10A-5P
‘Irving Berlin’s White Christmas’ by the Lexington Theatre Company | Lexington Opera House | 11/19-22
Lexington Mercantile Mixmas Market | Manchester Music Hall | 11/20-21
Holiday Greenery Helpers | Shaker Village of Pleasant Hill (Harrodsburg) | 11/20-21
Southern Lights Stroll 5K | Kentucky Horse Park | 11/21, 6P-8P
Holiday Market | The Kentucky Castle | 11/21-11/22
3rd Annual Friendsgiving Show with Magnolia Boulevard | The Burl | 11/27-11/28
Southern Lights Holiday Festival | Kentucky Horse Park | 11/27-12/31
Shaker Christmas by Candlelight | Shaker Village of Pleasant Hill (Harrodsburg) | 11/27-12/27, Various Days
Blessing of the Hounds | Shaker Village of Pleasant Hill (Harrodsburg) | 11/28, 9A-11A
Santa Arrives by Train | Downtown Midway | 11/28, 10A-1P
Brunch with Santa | The Kentucky Castle | 11/29
Holiday Afternoon Tea | The Kentucky Castle | 11/29
Cookie Decorating with Santa | The Kentucky Castle | 12/3
Holly Day Market | Alltech Arena | 12/4-12/6
‘A Christmas Carol’ Live | The Woodford Theatre (Versailles) | 12/4-6, 11-13, & 18-20
Holiday Reed Stars Class | Shaker Village of Pleasant Hill (Harrodsburg) | 12/5, 10A
Cookies & Cocoa with Mrs. Claus | Shaker Village of Pleasant Hill (Harrodsburg) | 12/5, 11A & 2P
Holiday Cookie Class | Shaker Village of Pleasant Hill (Harrodsburg) | 12/5, 3P
Ashland Illumination | Ashland, Henry Clay Estate | 12/5, 5P-7P
Illuminated Evenings | Shaker Village of Pleasant Hill (Harrodsburg) | 12/5, 12, 19; 4P-8P
‘The Best Christmas Pageant Ever: The Musical’ By The Lexington Children’s Theatre | The Lexington Children’s Theatre | 12/5-12/6
Holiday Afternoon Tea in Winter Kitchen | Shaker Village of Pleasant Hill (Harrodsburg) | 12/5-12/20, 3P; Various Days
Cirque Musica Holiday Wonderland | Lexington Opera House | 12/9
‘A Christmas Carol’ Live | The Woodford Theatre (Versailles) | 12/11-13, & 18-20
Vintage Paper Creations | Shaker Village of Pleasant Hill (Harrodsburg) | 12/12, 10A & 1P
Green Gifts for the Holidays | Shaker Village of Pleasant Hill (Harrodsburg) | 12/12, 10A & 2P
Christmas Market | The Commons | 12/12-12/13
German Stars | Shaker Village of Pleasant Hill (Harrodsburg) | 12/13, 2P
Jim Brickman: A Christmas Celebration | UK’s Singletary Center | 12/13, 3P
‘A Christmas Carol’ Live | The Woodford Theatre (Versailles) | 12/18-20
Beeswax Ornaments | Shaker Village of Pleasant Hill (Harrodsburg) | 12/19, 10A, 11A, 1P, 2P
Nicholas Jamerson’s Hollerday Gitdown | The Burl | 12/19, 8P
German Stars | Shaker Village of Pleasant Hill (Harrodsburg) | 12/20, 2P
Vienna Light Orchestra Christmas Tour | UK’s Singletary Center | 12/20, 3P & 7P
A Celtic Christmas | Lexington Opera House | 12/22
Harkness Edwards Vineyard (Winchester):
- Black Friday: 20% off everything, free gift with purchase | In-store & Online
-Small Business Weekend: 20% off everything | In-store & Online
-Cyber Monday: Gift Card Bonus Deal ($10 when you buy $25, $30 when you buy $50, $60 when you buy $100) | Online only
The Black & White Ball | The Kentucky Castle | 8:30P | 21+, Black Tie | Includes grazing throughout the night, a signature drink, & a champagne toast at midnight
