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| Day, Date - Event |
| Thursday, December 1st - Jim Beam American Stillhouse 2nd Annual Light Up The Holidays |
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| Thursday, December 1st - Jailer's Inn Open House |
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| Thursday, December 1st - Bardstown Kiwanis Club's Annual Christmas Parade |
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| Friday, December 2nd - Kentucky Railway Museum’s North Pole Express |
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| Friday, December 2nd - Jim Beam American Stillhouse 2nd Annual Light Up The Holidays |
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| Friday, December 2nd - Beautiful Music of Christmas |
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| Saturday, December 3rd - Kentucky Railway Museum's Santa Express |
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| Saturday, December 3rd - My Old Kentucky Dinner Train’s North Pole Express |
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| Saturday, December 3rd - Kentucky Railway Museum’s North Pole Express |
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| Saturday, December 3rd - Santa on the Square |
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| Saturday, December 3rd - Civil War Christmas |
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| Saturday, December 3rd - Maker's Mark Distillery Candlelight Tours |
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| Saturday, December 3rd - Jim Beam American Stillhouse 2nd Annual Light Up The Holidays |
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| Sunday, December 4th - Kentucky Railway Museum's Santa Express |
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| Sunday, December 4th - Christmas by Candlelight |
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| Sunday, December 4th - Kentucky Railway Museum’s North Pole Express |
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| Sunday, December 4th - My Old Kentucky Dinner Train’s North Pole Express |
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| Friday, December 9th - Kentucky Railway Museum’s North Pole Express |
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| Friday, December 9th - Holiday Open House |
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| Friday, December 9th - Home for the Holidays |
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| Saturday, December 10th - My Old Kentucky Dinner Train’s North Pole Express |
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| Saturday, December 10th - Christmas Tour of Homes |
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| Saturday, December 10th - Mrs. Julia Beckham's Christmas Tea at Wickland |
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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 - The Gallery on the Square Christmas Open House |
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| Saturday, December 10th - Kentucky Railway Museum’s North Pole Express |
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| Saturday, December 10th - Skate with Santa |
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| Saturday, December 10th - Maker's Mark Distillery Candlelight Tours |
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| Sunday, December 11th - Kentucky Railway Museum’s North Pole Express |
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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 - Skate with Santa |
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| Tuesday, December 13th - Trim-A-Tree |
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| Thursday, December 15th - My Old Kentucky Home: "An Old Kentucky Christmas Carol" |
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| Friday, December 16th - A Country Christmas Concert |
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| Friday, December 16th - My Old Kentucky Home: "An Old Kentucky Christmas Carol" |
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| Friday, December 16th - Kentucky Railway Museum’s North Pole Express |
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| Friday, December 16th - 36th Annual Live Nativity |
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| Saturday, December 17th - Bardstown Christmas Crawl: First Annual Downtown Ugly Sweater Bar Crawl |
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| Saturday, December 17th - Kentucky Railway Museum's Santa Express |
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| Saturday, December 17th - Santa on the Square |
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| Saturday, December 17th - My Old Kentucky Dinner Train’s North Pole Express |
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| Saturday, December 17th - My Old Kentucky Home: "An Old Kentucky Christmas Carol" |
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| Saturday, December 17th - 36th Annual Live Nativity |
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| Saturday, December 17th - Kentucky Railway Museum’s North Pole Express |
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| Sunday, December 18th - My Old Kentucky Home: "An Old Kentucky Christmas Carol" |
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| Sunday, December 18th - Kentucky Railway Museum’s North Pole Express |
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| Sunday, December 18th - 36th Annual Live Nativity |
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| Sunday, December 18th - Kentucky Railway Museum's Santa Express |
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| Sunday, December 18th - My Old Kentucky Dinner Train’s North Pole Express |
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| Monday, December 19th - Kentucky Railway Museum's Santa Express |
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| Monday, December 19th - Kentucky Railway Museum’s North Pole Express |
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| Tuesday, December 20th - Wickland Board Meeting |
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| Friday, December 23rd - My Old Kentucky Dinner Train's Murder Mystery |
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| Saturday, December 31st - My Old Kentucky Dinner Train's New Year's Eve Excursion |
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