Festivals in Grayson, KY.
Holiday Celebrations, Family & Kids Festivals
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.
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Events in Grayson, KY — upcoming
December 2026 (dates not updated)
Grayson Hometown Holidays
Downtown Grayson City Park, Grayson, KY
Status: Updated 12/5/2025
A Holiday Celebration organized by Grayson Tourism Convention and Commission.
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.
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.




