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| Day, Date - Event |
| Tuesday, October 2nd - Kentucky Railway Museum's Fall Break Express |
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| Friday, October 5th - Kentucky Railway Museum's Fall Break Express |
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| Saturday, October 6th - Bardstown Ghost Trek |
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| Saturday, October 6th - My Old Kentucky Dinner Train’s Murder Mystery |
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| Saturday, October 6th - Jeans and Jams at the GO Center |
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| Friday, October 12th - The Bourbon Chase |
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| Saturday, October 13th - Kentucky Railway Museum’s Dining on the Rails |
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| Saturday, October 13th - 38th Annual Bardstown Arts, Crafts & Antiques Fair, Presented by LG&E and KU |
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| Saturday, October 13th - Bardstown Ghost Trek |
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| Saturday, October 13th - FFA Autumn Fest |
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| Saturday, October 13th - The Bourbon Chase |
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| Saturday, October 13th - My Old Kentucky Dinner Train’s Bourbon Excursion |
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| Sunday, October 14th - 38th Annual Bardstown Arts, Crafts & Antiques Fair, Presented by LG&E and KU |
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| Saturday, October 20th - FFA Autumn Fest |
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| Saturday, October 20th - Kentucky Railway Museum's 7th Annual Car & Truck Show |
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| Saturday, October 20th - Bardstown Ghost Trek |
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| Saturday, October 20th - My Old Kentucky Dinner Train’s Murder Mystery |
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| Saturday, October 20th - Bernheim Forest's ColorFest |
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| Saturday, October 20th - Bardstown Craft Beer Festival |
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| Sunday, October 21st - Bernheim Forest's ColorFest |
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| Monday, October 22nd - Tourism SCM |
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| Friday, October 26th - Halloween Spooktacular |
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| Saturday, October 27th - Bardstown Ghost Trek |
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| Saturday, October 27th - Whiskey City Cruisers |
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| Saturday, October 27th - Kentucky Railway Museum’s Train Robbery |
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| Saturday, October 27th - My Old Kentucky Dinner Train’s Kid’s Halloween Excursion |
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| Saturday, October 27th - Kentucky Railway Museum’s Murder Mystery Theatre |
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| Sunday, October 28th - Kentucky Railway Museum’s Train Robbery |
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