Festivals in Grayson, KY.
Holiday Celebrations, Family & Kids Festivals
53rd Berea College Celebration of Traditional Music
October 9 - 11, 2026
Annual Celebration of Traditional Music
(859) 985-3472
Berea College - Berea, KY Or Online at vimeo.com/bereacollegemusic
The 53rd annual Berea College Celebration of Traditional Music will take place on Friday, October 9 through Sunday, October 11, 2026, celebrating home-made music as passed on from person to person in the Appalachian region and the musicians who play it. Concerts, jams, Gospel sing, dance, workshops, Dinner-on-the-Grounds symposium occur at several venues across campus. KidZone Saturday at the Madison County Library in Berea. All events are free to students. Performers include The Brandenberger Family, The Resonant Rogues, Elizabeth LaPrelle and Brian Dolphin, Elizabeth McCorvey, and Lifetime Achievement Awardee Stephen Seifert.
Winterfair!
December 4 - 5, 2026
allpeoplesuu.com/community/connections/wint..
(502) 905-4408
All Peoples UU - Louisville, KY
WinterFair! presents over 70 artists in two church buildings (plus Bold & Cold artists outdoors!). All original handcrafted media including ceramics, wood, mixed media, fiber, photography, sculpture, glass, jewelry. NEW Artists: Two Jury Sessions: Summer Early Bird: deadline 7-1-26 Fall Final Jury: deadline: 8-31-26 See instructions on requirements to Jury on the website listed above. Food, including vegetarian, soups, chili, jumbo hot dogs and homemade desserts. Art raffle supporting a worthy local charity.
Events in Grayson, KY — upcoming
December 2026 (dates not updated)
Grayson Hometown Holidays
Downtown Grayson City Park, Grayson, KY
Status: Updated 12/5/2025
This Kentucky Holiday Celebration will have crafts, fine art, fine craft and homegrown products exhibitors, and tba food booths. This event will also include: parade, gallery of trees, contests, santa,chili fest, dessert theatre.
