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| Day, Date - Event |
| Friday, October 7th - Kentucky Railway Museum’s Fall Break Express |
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| Saturday, October 8th - Kentucky Railway Museum’s Dining on the Rails |
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| Saturday, October 8th - Bardstown Ghost Trek |
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| Saturday, October 8th - FFA Field of Terror |
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| Saturday, October 8th - 36th Annual Bardstown Arts, Crafts & Antiques Fair, Presented by LG&E and KU |
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| Sunday, October 9th - 36th Annual Bardstown Arts, Crafts & Antiques Fair, Presented by LG&E and KU |
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| Friday, October 14th - Shadows of Federal Hill |
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| Friday, October 14th - The Bourbon Chase |
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| Saturday, October 15th - Kentucky Railway Museum’s Annual Car & Truck Show |
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| Saturday, October 15th - The Bourbon Chase, |
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| Saturday, October 15th - Bardstown Craft Beer Festival |
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| Saturday, October 15th - Bernheim Forest’s ColorFest |
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| Saturday, October 15th - FFA Field of Terror |
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| Saturday, October 15th - Bardstown Ghost Trek |
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| Sunday, October 16th - Bernheim Forest’s ColorFest |
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| Sunday, October 16th - Shadows of Federal Hill |
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| Tuesday, October 18th - Wickland Board Meeting |
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| Friday, October 21st - Shadows of Federal Hill |
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| Saturday, October 22nd - Whiskey City Cruisers |
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| Saturday, October 22nd - Bardstown Ghost Trek |
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| Saturday, October 22nd - FFA Field of Terror |
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| Saturday, October 22nd - My Old Kentucky Dinner Train's Murder Mystery |
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| Saturday, October 22nd - Kentucky Railway Museum’s Murder Mystery Theatre |
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| Sunday, October 23rd - Shadows of Federal Hill |
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| Friday, October 28th - FFA Field of Terror |
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| Friday, October 28th - Halloween Spooktacular |
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| Friday, October 28th - Shadows of Federal Hill |
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| Saturday, October 29th - Bardstown Ghost Trek |
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| Saturday, October 29th - Kentucky Railway Museum’s Train Robbery |
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| Saturday, October 29th - FFA Field of Terror |
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| Sunday, October 30th - Kentucky Railway Museum’s Train Robbery |
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