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| Day, Date - Event |
| Friday, October 3rd - A Visit with the Spirits of Wickland |
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| Friday, October 3rd - The Bardstown Opry |
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| Saturday, October 4th - A Visit with the Spirits of Wickland |
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| Saturday, October 4th - Watson's Pumpkin Festival |
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| Saturday, October 4th - Bardstown Ghost Trek |
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| Sunday, October 5th - Watson's Pumpkin Festival |
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| Friday, October 10th - The Bardstown Opry |
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| Friday, October 10th - The Bourbon Chase |
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| Friday, October 10th - A Visit with the Spirits of Wickland |
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| Friday, October 10th - My Old Kentucky Dinner Train's Bourbon Excursion |
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| Saturday, October 11th - Bardstown Ghost Trek |
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| Saturday, October 11th - FFA Field of Terror |
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| Saturday, October 11th - A Visit with the Spirits of Wickland |
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| Saturday, October 11th - 34th Annual Bardstown Arts, Crafts & Antiques Fair |
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| Saturday, October 11th - |
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| Saturday, October 11th - Whiskey City Cruisers |
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| Saturday, October 11th - Watson's Pumpkin Festival |
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| Saturday, October 11th - The Bourbon Chase |
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| Saturday, October 11th - Kentucky Railway Museum’s Dining on the Rails |
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| Sunday, October 12th - 34th Annual Bardstown Arts, Crafts & Antiques Fair |
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| Sunday, October 12th - Watson's Pumpkin Festival |
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| Friday, October 17th - The Bardstown Opry |
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| Friday, October 17th - A Visit with the Spirits of Wickland |
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| Saturday, October 18th - Bardstown Ghost Trek |
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| Saturday, October 18th - A Visit with the Spirits of Wickland |
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| Saturday, October 18th - Bernheim's ColorFest |
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| Saturday, October 18th - Kentucky Railway Museum’s Train Robbery |
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| Saturday, October 18th - FFA Field of Terror |
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| Sunday, October 19th - Bernheim's ColorFest |
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| Sunday, October 19th - Kentucky Railway Museum’s Train Robbery |
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| Tuesday, October 21st - Tourism Board Meeting |
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| Tuesday, October 21st - Friends of Wickland Meeting |
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| Friday, October 24th - The Bardstown Opry |
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| Friday, October 24th - A Visit with the Spirits of Wickland |
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| Friday, October 24th - FFA Field of Terror |
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| Saturday, October 25th - Bardstown Ghost Trek |
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| Saturday, October 25th - My Old Kentucky Dinner Train's Murder Mystery |
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| Saturday, October 25th - A Visit with the Spirits of Wickland |
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| Saturday, October 25th - Kentucky Railway Museum's Pizza Train |
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| Saturday, October 25th - Kentucky Railway Museum’s Murder Mystery Theatre |
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| Saturday, October 25th - FFA Field of Terror |
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| Saturday, October 25th - Kentucky Railway Museum's Friendly Halloween Train |
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| Sunday, October 26th - My Old Kentucky Dinner Train’s Kid’s Halloween Excursion |
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| Sunday, October 26th - Kentucky Railway Museum's Friendly Halloween Train |
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| Friday, October 31st - Trick or Treating Downtown |
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| Friday, October 31st - Bardstown Opry |
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| Friday, October 31st - FFA Field of Terror |
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