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| Day, Date - Event |
| Wednesday, September 2nd - My Old Kentucky Dinner Train's Murder Mystery |
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| Friday, September 11th - Live at the Park Concert Series, Midnight Special |
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| Saturday, September 12th - Rolling Fork Iron Horse Festival |
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| Saturday, September 12th - Old Kentucky Home Bike Tour |
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| Sunday, September 13th - Old Kentucky Home Bike Tour |
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| Sunday, September 13th - Kentucky Railway Museum’s Grandparent’s Day |
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| Monday, September 14th - Bourbon Babes of the Bluegrass, Presented by the Eve Theatre Company |
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| Tuesday, September 15th - Kentucky Bourbon Festival |
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| Tuesday, September 15th - Bourbon Babes of the Bluegrass, Presented by the Eve Theatre Company |
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| Tuesday, September 15th - Wickland Board Meeting |
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| Wednesday, September 16th - “Cocktails with Bobby G” Master Mixologist for Beam Suntory |
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| Wednesday, September 16th - Shaken or Stirred: The Great Bourbon Cocktail Debate |
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| Wednesday, September 16th - Kentucky Bourbon Festival |
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| Thursday, September 17th - Kentucky Bourbon Festival |
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| Thursday, September 17th - The Gallary on the Square: Liquid Gold-Double Shot |
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| Thursday, September 17th - The Gallary on the Square: Liquid Gold-Double Shot |
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| Thursday, September 17th - “An Afternoon of Bourbon & Books” |
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| Thursday, September 17th - “Half Pint of Whiskey Trivia with a Shot of Humor” |
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| Friday, September 18th - Kentucky Bourbon Festival |
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| Saturday, September 19th - Kentucky Bourbon Festival |
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| Saturday, September 19th - Kentucky Railway Museum’s Murder Mystery Theatre |
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| Saturday, September 19th - Bardstown Ghost Trek |
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| Saturday, September 19th - Bernheim Forest’s BugFest |
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| Saturday, September 19th - My Old Kentucky Dinner Train's Bourbon Excursion |
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| Saturday, September 19th - Kentucky Railway Museum’s Civil War Train |
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| Sunday, September 20th - Kentucky Bourbon Festival |
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| Sunday, September 20th - Kentucky Railway Museum’s Civil War Train |
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| Friday, September 25th - Scenic Biplane Rides over Bardstown |
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| Saturday, September 26th - Kentucky Railway Museum’s Dining on the Rails |
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| Saturday, September 26th - My Old Kentucky Dinner Train's Murder Mystery |
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| Saturday, September 26th - Kentucky Railway Museum Train Robbery |
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| Saturday, September 26th - Scenic Biplane Rides over Bardstown |
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| Saturday, September 26th - Bardstown Ghost Trek |
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| Sunday, September 27th - Scenic Biplane Rides over Bardstown |
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| Sunday, September 27th - Kentucky Railway Museum Train Robbery |
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