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| Day, Date - Event |
| Saturday, October 1st - Kentucky Railway Museum’s Great Train Robbery |
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| Saturday, October 1st - Bardstown Ghost Trek |
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| Saturday, October 1st - Kentucky Railway Museum’s Murder Mystery Theatre |
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| Sunday, October 2nd - Kentucky Railway Museum’s Great Train Robbery |
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| Friday, October 7th - The Bardstown Opry |
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| Friday, October 7th - A Visit With The Spirits Of Wickland |
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| Saturday, October 8th - Whiskey City Cruisers |
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| Saturday, October 8th - 31st Annual Bardstown Arts, Crafts & Antiques Fair |
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| Saturday, October 8th - Bardstown Ghost Trek |
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| Sunday, October 9th - 31st Annual Bardstown Arts, Crafts & Antiques Fair |
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| Friday, October 14th - The Bardstown Opry |
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| Friday, October 14th - A Visit With The Spirits Of Wickland |
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| Saturday, October 15th - A Visit With The Spirits Of Wickland |
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| Saturday, October 15th - Wickland Corn Maze |
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| Saturday, October 15th - Bardstown Ghost Trek |
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| Tuesday, October 18th - Tourism Board Meeting |
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| Friday, October 21st - The Bardstown Opry |
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| Friday, October 21st - A Visit With The Spirits Of Wickland |
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| Saturday, October 22nd - A Visit With The Spirits Of Wickland |
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| Saturday, October 22nd - Murder At The Monster Bash |
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| Saturday, October 22nd - Kentucky Railway Museum’s Dining on the Rails |
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| Saturday, October 22nd - Wickland Corn Maze |
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| Saturday, October 22nd - Bardstown Ghost Trek |
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| Wednesday, October 26th - Tourism Board Meeting |
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| Thursday, October 27th - Andrew Newton |
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| Friday, October 28th - A Visit With The Spirits Of Wickland |
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| Friday, October 28th - The Bardstown Opry |
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| Friday, October 28th - As Is |
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| Friday, October 28th - Trick or Treat for Kids at Wickland |
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| Friday, October 28th - Wickland Corn Maze |
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| Friday, October 28th - Masquerade Dinner |
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| Saturday, October 29th - Kentucky Railway Museum's Pizza Train |
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| Saturday, October 29th - Halloween Bash & Costume Contest |
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| Saturday, October 29th - Kentucky Railway Museum's Halloween Express |
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| Saturday, October 29th - A Visit With The Spirits Of Wickland |
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| Saturday, October 29th - Wickland Corn Maze |
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| Saturday, October 29th - Bardstown Ghost Trek |
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| Sunday, October 30th - Kentucky Railway Museum's Halloween Express |
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| Sunday, October 30th - My Old Kentucky Dinner Train Wizard Run |
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