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October Events in Jonesborough: Fall Fun in Tennessee’s Oldest Town

September 23, 2026
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October is one of the most exciting times of year to visit Jonesborough. As the leaves begin to change and fall settles into Tennessee’s oldest town, downtown comes alive with festivals, local food, live entertainment, history, storytelling and plenty of Halloween fun. Whether you are planning a weekend getaway, looking for something fun to do with the family or simply want to enjoy the beauty of fall in Jonesborough, there is something happening throughout the month.
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Top Things to Do in Tennessee’s Oldest Town

May 11, 2026
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Whether you are visiting for a weekend getaway or just passing through for the day, you will find plenty to enjoy in a town rich with history and artistic charm. From guided tours and antique shopping to theatre performances and art galleries, Jonesborough offers something for those who appreciate culture and creativity.

Founded in 1779, Jonesborough is Tennessee’s oldest town, with a rich heritage that is still visible today in its preserved architecture and historic charm.

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The First and Last Town in Tennessee, Original Play Commemorates 250 years of American History as Told Through Local Storie

February 3, 2026
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The McKinney Center will debut a new play in February that is 250 years in the making. The First and Last Town in Tennessee shares stories from Jonesborough’s past and present to commemorate America’s Semiquincentennial. Written by Program Manager Anne G’Fellers-Mason, the play takes the audience on a journey from 1779, the year of Jonesborough’s founding, to present day.
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