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| Day, Date - Event |
| Sunday, October 1st - “Weep No More”, October 1-31 |
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| Saturday, October 7th - Bardstown Ghost Trek |
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| Friday, October 13th - Shadows of Federal Hill |
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| Saturday, October 14th - 37th Annual Bardstown Arts, Crafts & Antiques Fair |
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| Saturday, October 14th - FFA Autumn Fest |
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| Saturday, October 14th - Bardstown Ghost Trek |
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| Sunday, October 15th - Shadows of Federal Hill |
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| Sunday, October 15th - 37th Annual Bardstown Arts, Crafts & Antiques Fair |
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| Tuesday, October 17th - Wickland Board Meeting |
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| Thursday, October 19th - Barton 1792 Distillery Sundown Series |
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| Friday, October 20th - Shadows of Federal Hill |
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| Saturday, October 21st - Bardstown Craft Beer Festival |
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| Saturday, October 21st - Kentucky Railway Museum’s Annual Car & Truck Show |
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| Saturday, October 21st - Bernheim Forest’s ColorFest |
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| Saturday, October 21st - FFA Autumn Fest |
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| Saturday, October 21st - Bardstown Ghost Trek |
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| Sunday, October 22nd - Bernheim Forest’s ColorFest |
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| Sunday, October 22nd - Shadows of Federal Hill |
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| Friday, October 27th - Shadows of Federal Hill |
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| Friday, October 27th - Halloween Spooktacular |
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| Saturday, October 28th - Kentucky Railway Museum’s Murder Mystery Theatre |
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| Saturday, October 28th - Whiskey City Cruisers |
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| Saturday, October 28th - Kentucky Railway Museum’s Train Robbery |
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| Saturday, October 28th - Bardstown Ghost Trek |
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| Sunday, October 29th - Shadows of Federal Hill |
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| Sunday, October 29th - Kentucky Railway Museum’s Train Robbery |
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