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| Day, Date - Event |
| Friday, October 4th - The Bardstown Opry |
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| Friday, October 4th - A Visit with the Spirits of Wickland |
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| Saturday, October 5th - Bardstown Ghost Trek |
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| Saturday, October 5th - Watson's Pumpkin Festival |
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| Saturday, October 5th - FFA Field of Terror |
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| Saturday, October 5th - Harvest Tea at Wickland |
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| Saturday, October 5th - A Visit with the Spirits of Wickland |
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| Sunday, October 6th - Watson's Pumpkin Festival |
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| Sunday, October 6th - Fall Meander Through Historic Bardstown |
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| Friday, October 11th - A Visit with the Spirits of Wickland |
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| Friday, October 11th - The Bardstown Opry |
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| Friday, October 11th - My Old Kentucky Dinner Train's Bourbon Excursion |
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| Saturday, October 12th - Whiskey City Cruisers |
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| Saturday, October 12th - Watson's Pumpkin Festival |
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| Saturday, October 12th - Bardstown Ghost Trek |
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| Saturday, October 12th - Bardstown Craft Beer Fest |
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| Saturday, October 12th - 33rd Annual Bardstown Arts, Crafts & Antiques Fair |
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| Saturday, October 12th - FFA Field of Terror |
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| Sunday, October 13th - Watson's Pumpkin Festival |
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| Sunday, October 13th - FABS Arts & Crafts Post Show Reception |
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| Sunday, October 13th - 33rd Annual Bardstown Arts, Crafts & Antiques Fair |
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| Tuesday, October 15th - Friends of Wickland Meeting |
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| Tuesday, October 15th - Tourism Board Meeting |
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| Friday, October 18th - The Bourbon Chase |
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| Friday, October 18th - Springhill Winery’s Kick Back Friday Dinner |
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| Friday, October 18th - A Visit with the Spirits of Wickland |
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| Friday, October 18th - The Bardstown Opry |
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| Saturday, October 19th - The Bourbon Chase |
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| Saturday, October 19th - Bardstown Ghost Trek |
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| Saturday, October 19th - My Old Kentucky Dinner Train's Murder Mystery |
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| Saturday, October 19th - A Visit with the Spirits of Wickland |
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| Saturday, October 19th - FFA Field of Terror |
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| Friday, October 25th - A Visit with the Spirits of Wickland |
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| Friday, October 25th - The Bardstown Opry |
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| Friday, October 25th - FFA Field of Terror |
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| Saturday, October 26th - FFA Field of Terror |
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| Saturday, October 26th - Bardstown Ghost Trek |
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| Saturday, October 26th - Kentucky Railway Museum’s Murder Mystery Theatre |
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| Saturday, October 26th - Kentucky Railway Museum's Halloween Express |
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| Saturday, October 26th - A Visit with the Spirits of Wickland |
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| Sunday, October 27th - Dinner Train’s Kid’s Halloween Excursion |
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| Sunday, October 27th - Kentucky Railway Museum's Halloween Express |
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| Sunday, October 27th - Fall Meander Through Historic Bardstown |
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