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| Day, Date - Event |
| Saturday, December 1st - Beautiful Music of Christmas |
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| Saturday, December 1st - Kentucky Railway Museum's Santa Express |
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| Saturday, December 1st - Kentucky Railway Museum's North Pole Express |
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| Saturday, December 1st - My Old Kentucky Dinner Train’s North Pole Express |
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| Saturday, December 1st - Santa on the Square - Saturdays, Dec. 1-15 |
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| Saturday, December 1st - “Merry and Bright”, December 1-January 4, 2019 |
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| Saturday, December 1st - Maker's Mark Distillery Candlelight Tours |
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| Sunday, December 2nd - Kentucky Railway Museum's Santa Express |
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| Sunday, December 2nd - Kentucky Railway Museum's North Pole Express |
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| Sunday, December 2nd - My Old Kentucky Dinner Train’s North Pole Express |
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| Tuesday, December 4th - Make-and-Take Trim-a-Tree Program |
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| Thursday, December 6th - Bardstown Kiwanis Club's Annual Christmas Parade |
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| Thursday, December 6th - Jailer's Inn Open House |
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| Friday, December 7th - Home for the Holidays |
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| Friday, December 7th - Kentucky Railway Museum's North Pole Express |
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| Saturday, December 8th - My Old Kentucky Dinner Train's North Pole Express |
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| Saturday, December 8th - Kentucky Railway Museum's Santa Express |
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| Saturday, December 8th - Mrs. Julia Beckham's Christmas Tea at Wickland |
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| Saturday, December 8th - Kentucky Railway Museum's North Pole Express |
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| Saturday, December 8th - My Old Kentucky Dinner Train’s Murder Mystery |
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| Saturday, December 8th - Maker's Mark Distillery Candlelight Tours |
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| Saturday, December 8th - Christmas Tour of Homes |
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| Sunday, December 9th - My Old Kentucky Dinner Train's Nort Pole Express |
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| Sunday, December 9th - Christmas by Candlelight |
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| Sunday, December 9th - Kentucky Railway Museum's North Pole Express |
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| Sunday, December 9th - Kentucky Railway Museum's Santa Express |
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| Sunday, December 9th - Mrs. Julia Beckham's Christmas Tea at Wickland |
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| Thursday, December 13th - My Old Kentucky Home's An Old Kentucky Christmas Carol - December 13-15 |
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| Friday, December 14th - 37th Annual Live Nativity - December 14-15 |
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| Friday, December 14th - Kentucky Railway Museum's North Pole Express |
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| Saturday, December 15th - Kentucky Railway Museum's Santa Express |
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| Saturday, December 15th - My Old Kentucky Dinner Train's North Pole Express |
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| Saturday, December 15th - Kentucky Railway Museum's North Pole Express |
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| Sunday, December 16th - Kentucky Railway Museum's Santa Express |
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| Sunday, December 16th - My Old Kentucky Dinner Train's North Pole Express |
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| Sunday, December 16th - Kentucky Railway Museum's North Pole Express |
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| Wednesday, December 19th - Kentucky Railway Museum's Santa Express |
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| Wednesday, December 19th - Kentucky Railway Museum's North Pole Express |
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| Wednesday, December 19th - My Old Kentucky Dinner Train’s North Pole Express |
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| Thursday, December 20th - Kentucky Railway Museum's North Pole Express |
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| Thursday, December 20th - Kentucky Railway Museum's Santa Express |
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| Friday, December 21st - Kentucky Railway Museum's Santa Express |
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| Friday, December 21st - My Old Kentucky Home's An Old Kentucky Christmas Carol - December 21-22 |
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| Friday, December 21st - Kentucky Railway Museum's North Pole Express |
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| Saturday, December 22nd - My Old Kentucky Dinner Train's North Pole Express |
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| Saturday, December 22nd - My Old Kentucky Dinner Train’s Murder Mystery |
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| Sunday, December 23rd - My Old Kentucky Dinner Train's North Pole Express |
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| Monday, December 31st - My Old Kentucky Dinner Train's New Year's Eve Excursion |
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