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| Day, Date - Event |
| Friday, June 2nd - Summer Band Concerts |
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| Saturday, June 3rd - Bardstown Ghost Trek |
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| Saturday, June 3rd - White Acres Campground - Bardstown Legends Festival |
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| Saturday, June 3rd - Kentucky Railway Museum’s Day out with Thomas |
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| Saturday, June 3rd - Wine and Cheese Tasting Festival |
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| Sunday, June 4th - Kentucky Railway Museum’s Day out with Thomas |
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| Friday, June 9th - Summer Band Concerts |
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| Saturday, June 10th - 14th Annual Blooming Bardstown Garden Tour, Market Place and Silent Auction |
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| Saturday, June 10th - The Stephen Foster Story - Opening Night |
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| Saturday, June 10th - Kentucky Railway Museum’s Day out with Thomas |
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| Saturday, June 10th - The Stephen Foster Story - Season, June 10 - August 12 |
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| Saturday, June 10th - Bardstown Ghost Trek |
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| Sunday, June 11th - Kentucky Railway Museum’s Day out with Thomas |
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| Thursday, June 15th - Barton 1792 Distillery Sundown Series |
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| Friday, June 16th - Summer Band Concerts |
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| Saturday, June 17th - Kentucky Railway Museum’s Murder Mystery Theatre |
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| Saturday, June 17th - My Old Kentucky Dinner Train's Bourbon Excursion |
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| Saturday, June 17th - Bardstown Ghost Trek |
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| Monday, June 19th - Live at the Park Concert Series, Yacht Rock Review – 70’s Light Rock |
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| Tuesday, June 20th - Wickland Board Meeting |
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| Friday, June 23rd - Summer Band Concerts |
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| Saturday, June 24th - Farm-to-Table |
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| Saturday, June 24th - Fairfield Homecoming |
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| Saturday, June 24th - My Old Kentucky Dinner Train’s Murder Mystery |
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| Saturday, June 24th - Kentucky Railway Museum’s Train Robbery |
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| Saturday, June 24th - Kentucky Music Week - June 24-30 |
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| Saturday, June 24th - Bardstown Ghost Trek |
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| Saturday, June 24th - Whiskey City Cruisers |
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| Sunday, June 25th - Kentucky Railway Museum’s Train Robbery |
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| Monday, June 26th - Moonlight Big Band Concert |
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| Friday, June 30th - Summer Band Concerts |
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