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| Day, Date - Event |
| Friday, October 1st - The Bardstown Opry |
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| Friday, October 1st - A Visit With The Spirits Of Wickland |
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| Saturday, October 2nd - Watson's Pumpkin Festival |
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| Saturday, October 2nd - Bardstown Ghost Trek |
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| Friday, October 8th - The Bardstown Opry |
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| Friday, October 8th - A Visit With The Spirits Of Wickland |
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| Friday, October 8th - My Old Kentucky Dinner Train’s Bourbon Tasting |
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| Friday, October 8th - Downtown Live |
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| Saturday, October 9th - Whiskey City Cruisers |
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| Saturday, October 9th - Bardstown Ghost Trek |
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| Saturday, October 9th - 30th Annual Bardstown Arts, Crafts & Antiques Fair |
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| Saturday, October 9th - Downtown Live |
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| Saturday, October 9th - Watson's Pumpkin Festival |
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| Sunday, October 10th - Downtown Live |
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| Sunday, October 10th - 30th Annual Bardstown Arts, Crafts & Antiques Fair |
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| Friday, October 15th - The Bardstown Opry |
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| Saturday, October 16th - Barton Bourbon Excursion |
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| Saturday, October 16th - Civil War Living History |
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| Saturday, October 16th - Bardstown Ghost Trek |
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| Saturday, October 16th - Saturday Nite Sock-Hop Show |
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| Sunday, October 17th - Civil War Living History |
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| Sunday, October 17th - Kentucky Railway Museum's Dining on the Rails |
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| Tuesday, October 19th - Friends of Wickland Meeting |
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| Tuesday, October 19th - Tourism Board Meeting |
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| Friday, October 22nd - A Visit With The Spirits Of Wickland |
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| Friday, October 22nd - Bourbon Chase |
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| Friday, October 22nd - Tourism Board Meeting |
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| Friday, October 22nd - The Bardstown Opry |
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| Saturday, October 23rd - Kentucky Railway Museum's Mystery Theatre |
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| Saturday, October 23rd - Bardstown Ghost Trek |
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| Saturday, October 23rd - Bourbon Chase |
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| Saturday, October 23rd - My Old Kentucky Dinner Train’s Murder Mystery |
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| Friday, October 29th - The Bardstown Opry |
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| Friday, October 29th - My Old Kentucky Dinner Train’s Trunk-or-Treat |
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| Friday, October 29th - A Visit With The Spirits Of Wickland |
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| Saturday, October 30th - Kentucky Railway Museum's Halloween Express |
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| Saturday, October 30th - Bardstown Ghost Trek |
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