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| Day, Date - Event |
| Friday, June 3rd - Summer Band Concerts |
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| Friday, June 3rd - 22nd Annual Bardstown Bluegrass Festival |
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| Saturday, June 4th - My Old Kentucky Dinner Train's Murder Mystery |
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| Saturday, June 4th - Kentucky Railway Museum’s Day out with Thomas |
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| Saturday, June 4th - Wine and Cheese Tasting Festival |
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| Saturday, June 4th - 22nd Annual Bardstown Bluegrass Festival |
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| Saturday, June 4th - Bardstown Ghost Trek |
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| Sunday, June 5th - Kentucky Railway Museum’s Day out with Thomas |
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| Thursday, June 9th - Book signing at the Kentucky Bourbon Marketplace |
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| Friday, June 10th - Summer Band Concerts |
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| Saturday, June 11th - The Stephen Foster Story - Season, June 11 - August 13 |
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| Saturday, June 11th - Kentucky Railway Museum’s Day out with Thomas |
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| Saturday, June 11th - 13th Annual Blooming Bardstown Garden Tour, Market Place and Auction |
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| Saturday, June 11th - Stephen Foster Festival -Downtown Bardstown Presents Doo Dah Days |
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| Saturday, June 11th - The Stephen Foster Story Opening Night |
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| Saturday, June 11th - The Stephen Foster Festival |
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| Saturday, June 11th - Bardstown Ghost Trek |
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| Sunday, June 12th - Kentucky Railway Museum’s Day out with Thomas |
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| Friday, June 17th - My Old Kentucky Dinner Train's Bourbon Excursion |
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| Friday, June 17th - Summer Band Concerts |
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| Friday, June 17th - Summer Nights |
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| Saturday, June 18th - Kentucky Railway Museum’s Train Robbery |
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| Saturday, June 18th - Bardstown Ghost Trek |
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| Sunday, June 19th - Kentucky Railway Museum’s Train Robbery |
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| Monday, June 20th - Live at the Park Concert Series, Captain Fantastic – The Magic of Elton John |
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| Tuesday, June 21st - Wickland Board Meeting |
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| Thursday, June 23rd - Maker’s Mark Bourbon Tasting at the Kentucky Bourbon Marketplace |
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| Friday, June 24th - Summer Band Concerts |
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| Saturday, June 25th - Fairfield Homecoming |
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| Saturday, June 25th - Kentucky Railway Museum’s Murder Mystery Theatre |
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| Saturday, June 25th - My Old Kentucky Dinner Train's Murder Mystery |
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| Saturday, June 25th - Whiskey City Cruisers |
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| Saturday, June 25th - Bardstown Ghost Trek |
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| Sunday, June 26th - Kentucky Music Week - June 26-July 1 |
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| Monday, June 27th - Moonlight Big Band Concert |
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