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| Day, Date - Event |
| Thursday, December 1st - Maker's Mark Distillery Holiday Tours |
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| Thursday, December 1st - Jailer's Inn Open House |
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| Friday, December 2nd - My Old Kentucky Home Candlelight Tours |
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| Friday, December 2nd - The Bardstown Opry |
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| Friday, December 2nd - A Visit With The Spirits Of Wickland |
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| Friday, December 2nd - Holiday Open House |
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| Friday, December 2nd - Maker's Mark Distillery Holiday Tours |
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| Friday, December 2nd - Kentucky Railway Museum’s Evening Santa Express |
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| Friday, December 2nd - The Harold Hutchins Country Music Show |
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| Friday, December 2nd - Beautiful Music of Christmas |
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| Saturday, December 3rd - My Old Kentucky Home Candlelight Tours |
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| Saturday, December 3rd - Maker's Mark Distillery Holiday Tours |
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| Saturday, December 3rd - Kentucky Railway Museum's Santa Express |
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| Saturday, December 3rd - Santa On The Square |
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| Saturday, December 3rd - Holiday Open House |
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| Saturday, December 3rd - Make It & Take It Ornaments & Gifts |
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| Sunday, December 4th - Maker's Mark Distillery Holiday Tours |
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| Sunday, December 4th - Kentucky Railway Museum's Santa Express |
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| Sunday, December 4th - Kentucky Railway Museum’s Evening Santa Express |
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| Sunday, December 4th - My Old Kentucky Dinner Train’s North Pole Express |
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| Monday, December 5th - Maker's Mark Distillery Holiday Tours |
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| Tuesday, December 6th - Maker's Mark Distillery Holiday Tours |
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| Wednesday, December 7th - Maker's Mark Distillery Holiday Tours |
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| Thursday, December 8th - Maker's Mark Distillery Holiday Tours |
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| Friday, December 9th - A Visit With The Spirits Of Wickland |
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| Friday, December 9th - Maker's Mark Distillery Holiday Tours |
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| Friday, December 9th - My Old Kentucky Home Candlelight Tours |
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| Friday, December 9th - Eddie Miles “An Elvis Blue Christmas" Concert |
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| Friday, December 9th - Kentucky Railway Museum’s Evening Santa Express |
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| Friday, December 9th - Mrs. Julia Beckham's Christmas Tea at Wickland |
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| Saturday, December 10th - Kentucky Railway Museum’s Evening Santa Express |
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| Saturday, December 10th - Mrs. Julia Beckham's Christmas Tea at Wickland |
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| Saturday, December 10th - Christmas Open House At The FABS Art Gallery |
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| Saturday, December 10th - Christmas Tour of Homes |
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| Saturday, December 10th - Santa On The Square |
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| Saturday, December 10th - Kentucky Railway Museum's Santa Express |
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| Saturday, December 10th - My Old Kentucky Home Candlelight Tours |
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| Saturday, December 10th - Maker's Mark Distillery Holiday Tours |
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| Saturday, December 10th - Eddie Miles “An Elvis Blue Christmas" Concert |
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| Sunday, December 11th - Mrs. Julia Beckham's Christmas Tea at Wickland |
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| Sunday, December 11th - My Old Kentucky Dinner Train’s North Pole Express |
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| Sunday, December 11th - Kentucky Railway Museum's Santa Express |
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| Sunday, December 11th - Kentucky Railway Museum’s Evening Santa Express |
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| Friday, December 16th - A Visit With The Spirits Of Wickland |
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| Friday, December 16th - The Bardstown Opry |
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| Friday, December 16th - Live Nativity |
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| Friday, December 16th - Kentucky Railway Museum’s Evening Santa Express |
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| Friday, December 16th - Downtown Holiday Wrap Up |
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| Saturday, December 17th - Kentucky Railway Museum's Santa Express |
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| Saturday, December 17th - Live Nativity |
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| Saturday, December 17th - Downtown Holiday Wrap Up |
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| Saturday, December 17th - Santa On The Square |
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| Saturday, December 17th - Kentucky Railway Museum’s Evening Santa Express |
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| Saturday, December 17th - My Old Kentucky Dinner Train's Murder Mystery |
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| Sunday, December 18th - Kentucky Railway Museum's Santa Express |
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| Sunday, December 18th - Kentucky Railway Museum’s Evening Santa Express |
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| Sunday, December 18th - My Old Kentucky Dinner Train’s North Pole Express |
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| Sunday, December 18th - Live Nativity |
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| Tuesday, December 20th - Men's Night Out At The Gallery |
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| Tuesday, December 20th - Tourism Board Meeting |
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| Saturday, December 31st - New Year's Eve Excursion |
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