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| Day, Date - Event |
| Saturday, June 1st - Wine and Cheese Tasting |
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| Saturday, June 1st - Kentucky Railway Museum’s Day Out With Thomas |
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| Sunday, June 2nd - Kentucky Railway Museum’s Day Out With Thomas |
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| Friday, June 7th - A Visit with the Spirits of Wickland |
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| Friday, June 7th - Bourbon City BBQ Festival |
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| Friday, June 7th - 19th Annual Bardstown Bluegrass Festival |
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| Friday, June 7th - Summer Band Concerts |
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| Friday, June 7th - The Bardstown Opry |
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| Saturday, June 8th - Bourbon City BBQ Festival |
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| Saturday, June 8th - Blooming Bardstown Garden Tour and Market Place |
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| Saturday, June 8th - Kentucky Railway Museum’s Day Out With Thomas |
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| Saturday, June 8th - The Stephen Foster Story Opening Night |
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| Saturday, June 8th - 19th Annual Bardstown Bluegrass Festival |
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| Saturday, June 8th - Bardstown Ghost Trek |
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| Saturday, June 8th - Stephen Foster Festival Doo Dah Days Downtown |
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| Saturday, June 8th - Kentucky Railway Museum’s Day Out With Thomas |
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| Saturday, June 8th - Whiskey City Cruisers |
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| Sunday, June 9th - Kentucky Music Week |
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| Monday, June 10th - Kentucky Music Week |
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| Tuesday, June 11th - Kentucky Music Week |
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| Wednesday, June 12th - Kentucky Music Week |
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| Thursday, June 13th - Kentucky Music Week |
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| Friday, June 14th - Kentucky Music Week |
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| Friday, June 14th - My Old Kentucky Dinner Train's Bourbon Excursion |
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| Friday, June 14th - Third on Third |
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| Friday, June 14th - My Old Kentucky Dinner Train's Bourbon Excursion |
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| Friday, June 14th - The Bardstown Opry |
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| Friday, June 14th - Summer Band Concerts |
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| Friday, June 14th - A Visit with the Spirits of Wickland |
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| Saturday, June 15th - Bardstown Home Guard 7th KY and 24th KY |
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| Saturday, June 15th - Bardstown Ghost Trek |
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| Saturday, June 15th - Kentucky Railway Museum’s Civil War Train Robbery |
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| Sunday, June 16th - Kentucky Railway Museum’s Civil War Train Robbery |
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| Sunday, June 16th - Bardstown Home Guard 7th KY and 24th KY |
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| Tuesday, June 18th - Friends of Wickland Meeting |
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| Tuesday, June 18th - Tourism Board Meeting |
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| Friday, June 21st - Summer Band Concerts |
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| Friday, June 21st - The Bardstown Opry |
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| Friday, June 21st - Springhill Winery’s Kick Back Friday Dinner |
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| Friday, June 21st - A Visit with the Spirits of Wickland |
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| Saturday, June 22nd - Bardstown Ghost Trek |
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| Saturday, June 22nd - Kentucky Railway Museum’s Dining on the Rails |
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| Saturday, June 22nd - Fairfield Homecoming |
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| Sunday, June 23rd - Fairfield Homecoming |
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| Monday, June 24th - Moonlight Big Band Concert |
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| Friday, June 28th - A Visit with the Spirits of Wickland |
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| Friday, June 28th - Summer Band Concerts |
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| Friday, June 28th - The Bardstown Opry |
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| Saturday, June 29th - Kentucky Railway Museum's Murder Mystery |
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| Saturday, June 29th - Bardstown Ghost Trek |
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| Saturday, June 29th - My Old Kentucky Dinner Train's Murder Mystery |
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