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Upcoming events in Middlesboro, KY

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Oct 2–3, 2026 Middlesboro, KY

Cumberland Mountain Fall Festival 2026

Organizer Cumberland Mountain Fall FestivalUnclaimed

Welcome to this year's 2026 Cumberland Mountain Fall Festival!! We are excited to be preparing for our annual event and are even more excited to see everyone return! We appreciate your patience this year as we have worked to bring together new board members who cannot wait to make this fall festival memorable for all!

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Closed Sep 26, 2026

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