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| Day, Date - Event |
| Saturday, September 1st - Old Kentucky Home Bicycle Tour |
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| Saturday, September 1st - Bardstown Ghost Trek |
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| Friday, September 7th - Live at the Park Concert Series, Creedence Revived |
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| Saturday, September 8th - Bardstown Ghost Trek |
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| Saturday, September 8th - My Old Kentucky Dinner Train’s Murder Mystery |
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| Saturday, September 8th - Rolling Fork Iron Horse Festival |
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| Saturday, September 8th - Bardstown’s Night Out |
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| Sunday, September 9th - Kentucky Railway Museum's Grandparent's Day |
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| Monday, September 10th - An Evening with Guthrie McKay at the Old Talbott Tavern |
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| Tuesday, September 11th - An Evening with Donald Blincoe at Café Primo |
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| Wednesday, September 12th - Kentucky Bourbon Festival |
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| Wednesday, September 12th - Kentucky Bourbon Festival (Bardstown Main Street Activities Sept. 12-16) |
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| Wednesday, September 12th - Bourbon Roadshow at Mammy’s Kitchen |
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| Wednesday, September 12th - Bourbon Trivia at Mammy's |
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| Thursday, September 13th - Strained Cocktail Competition at Kreso’s |
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| Thursday, September 13th - Kentucky Bourbon Festival |
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| Friday, September 14th - Limestone Branch Luau, |
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| Friday, September 14th - Bardstown Blind Bourbon Tasting Championship |
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| Friday, September 14th - Kentucky Bourbon Festival |
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| Saturday, September 15th - Bourbon Speakeasy at Kreso’s |
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| Saturday, September 15th - Bardstown Ghost Trek |
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| Saturday, September 15th - Kentucky Bourbon Pancake Breakfast |
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| Saturday, September 15th - My Old Kentucky Dinner Train’s Bourbon Excursion |
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| Saturday, September 15th - Kentucky Railway Museum’s Train Robbery |
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| Saturday, September 15th - Kentucky Bourbon Festival |
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| Sunday, September 16th - Kentucky Bourbon Festival |
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| Sunday, September 16th - Kentucky Railway Museum’s Train Robbery |
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| Sunday, September 16th - Bernheim BugFest and Fall Plant Sale |
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| Sunday, September 16th - Bardstown Bourbon Brunch |
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| Thursday, September 20th - Barton 1792 Distillery Sundown Series |
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| Saturday, September 22nd - My Old Kentucky Dinner Train’s Murder Mystery |
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| Saturday, September 22nd - Bardstown Ghost Trek |
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| Saturday, September 22nd - Whiskey City Cruisers |
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| Saturday, September 22nd - Kentucky Railway Museum's Pumpkin Patch Express |
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| Sunday, September 23rd - Kentucky Railway Museum's Pumpkin Patch Express |
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| Saturday, September 29th - Bardstown Ghost Trek |
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| Saturday, September 29th - Kentucky Railway Museum’s Murder Mystery Theatre |
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