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| Day, Date - Event |
| Wednesday, December 1st - “Merry and Bright”, December 1 - January 2, 2022 |
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| Thursday, December 2nd - Jailer's Inn Open House |
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| Thursday, December 2nd - Bardstown Kiwanis Club’s Annual Christmas Parade |
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| Friday, December 3rd - My Old Kentucky Home's An Old Kentucky Christmas Carol Fri-Sat, Dec. 3-4 |
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| Friday, December 3rd - The Beautiful Music of Christmas |
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| Saturday, December 4th - Kentucky Railway Museum's North Pole Express Dec. 4-5 |
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| Saturday, December 4th - Springhill Plantation's Sip and Shop |
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| Saturday, December 4th - Santa on the Square |
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| Saturday, December 4th - Maker's Mark Distillery Holiday Open House |
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| Saturday, December 4th - St. Gregory's Gift and Craft Show |
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| Saturday, December 4th - Kentucky Railway Museum's Santa Express Dec. 4-5 |
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| Sunday, December 5th - The Beautiful Music of Christmas |
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| Sunday, December 5th - |
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| Sunday, December 5th - New Haven Christmas Parade |
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| Sunday, December 5th - The First Annual Festival of Trees |
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| Sunday, December 5th - My Old Kentucky Dinner Train's North Pole Express |
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| Monday, December 6th - The First Annual Festival of Trees |
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| Tuesday, December 7th - The First Annual Festival of Trees |
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| Tuesday, December 7th - Make-and-Take Trim-a-Tree |
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| Wednesday, December 8th - The First Annual Festival of Trees |
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| Thursday, December 9th - Teen Night: Santa's Workshop |
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| Thursday, December 9th - The First Annual Festival of Trees Ticketed Reception |
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| Friday, December 10th - The Beautiful Music of Christmas |
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| Friday, December 10th - My Old Kentucky Home's An Old Kentucky Christmas Carol Fri-Sat, Dec. 10-11 |
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| Saturday, December 11th - Kentucky Railway Museum's North Pole Express Dec. 11 & 12 |
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| Saturday, December 11th - Maker's Mark Distillery Holiday Open House |
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| Saturday, December 11th - Christmas Tour of Homes-CANCELED |
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| Saturday, December 11th - Kentucky Railway Museum's Santa Express Dec. 11-12 |
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| Saturday, December 11th - Victorian Christmas Open House at Wickland |
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| Saturday, December 11th - Family Matinee: The Polar Express |
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| Saturday, December 11th - Springhill's Christmas Tea |
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| Saturday, December 11th - Santa on the Square |
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| Sunday, December 12th - My Old Kentucky Dinner Train's North Pole Express |
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| Thursday, December 16th - Springhill's Christmas Tea |
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| Friday, December 17th - My Old Kentucky Home's An Old Kentucky Christmas Carol Fri-Sat, Dec. 17-18 |
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| Friday, December 17th - 43rd Annual Live Nativity, Dec. 17-19 |
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| Saturday, December 18th - Santa on the Square |
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| Saturday, December 18th - Kentucky Railway Museum's Santa Express Dec. 18-19 |
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| Saturday, December 18th - Kentucky Railway Museum's North Pole Express Dec. 18-19 |
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| Sunday, December 19th - My Old Kentucky Dinner Train's North Pole Express Dec. |
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