Top Fall Festivals in the Mountains of Kentucky

Cumberland Mountain Fall Festival
Editor’s note, this article contains time-sensitive information from our September/October 2022 issue.

Our readers, in voting this spring, have created a bounty of great suggestions and ideas for the best fall festivals in Kentucky.


September

#1 Cumberland Mountain Fall Festival

9/30-10/1; Middlesboro. Music, carnival, kids area and much more in the heart of Middlesboro. Learn more

#2 Kentucky Apple Festival

9/30-10/1; Paintsville. The 58th annual festival takes the theme “A Apple Tradition with Country A-Peel.” Learn more

#3 The World Chicken Festival

9/22-9/25; London. Three decades of family fun with crazy contests, free music, vendors from across the country, carnival rides and great food. Learn more

#4 (tie) Blazin’ Bluegrass Festival

9/15-9/17; Whitley City – Learn more

#4 (tie) Hatfield McCoy Heritage Days

9/16-9/18; Pikeville – Learn more

#4 (tie) Old Fashioned Trading Days

9/8-9/10; Williamsburg – Learn more

#7 Black Gold Festival 

9/15-9/17; Hazard – Learn more

#8 (tie) Breaks Interstate Park Gospel Sing

9/3-9/5; Breaks, VA (a TN/VA park) – Learn more

#8 (tie) Honoring Our Veterans Pow Wow

9/3-9/4; Corbin – Learn more

#8 (tie) Manchester Music Festival

9/1-9/3; Downtown Manchester – Learn more

#8 (tie) Letcher County Mountain Heritage Festival

9/19-9/24; Whitesburg – Learn more


October/November

Daniel Boone Festival
Daniel Boone Festival
#1 Daniel Boone Festival

10/2-10/8; Barbourville. Celebrating all things frontier and so much more for its 74th year. – Learn more

#2 Cumberland Mountain Fall Festival 

9/30-10/1; Downtown Middlesboro. Music, carnival, kids area and much more in the heart of Middlesboro. Learn more

#3 (tie) Kentucky Apple Festival

9/30-10/1; Downtown Paintsville. The 58th annual festival takes the theme “A Apple Tradition with Country A-Peel.” Learn more

#3 (tie) River Stomp Bluegrass Festival

10/7-10/8; Williamsburg – Learn more

#5 ChristmasTime at Ark Encounter 

11/25-11/27; Williamstown – Learn more

#6 (tie) Jenny Wiley Festival

10/5-10/8; Prestonsburg – Learn more

#6 (tie) Octoberfest 

10/8; Corbin – Learn more

#8 Fall Festival (Knott County)

Oct 22; Hindman – Learn more

#9 Harlan Haunt Fest

Oct 1; Harlan – Learn more

#10 Pikeville Pride Celebration

Oct 15; Pikeville City Park – Learn more


>>> Go Back to the Full List of the top 140 Fall Festivals in the Mountains 


The story above first appeared in our September/ October 2022 issue.

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