Tours & Trails
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Tour Stop #9—McEldowney Building
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Tour Stop #8—Helen Thomas Birthplace
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Tour Stop #7—Kerr Building
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Tour Stop #6—Pastime Theater
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Tour Stop #5—Leeds Theater
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Tour Stop #4—North Main/Depot Street
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Tour Stop—#3C&O Depot
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Tour Stop #2—Sphar & Company
127 North Main StreetWinchester, KY 40391
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Tour Stop #1 — Historical Overview
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Cell Phone Tours
Tap the Phone button to call the Cell Phone Tour number. Tour stop numbers are on posted tour signs. Simply enter the appropriate tour stop number on your cell phone keypad or enter zero to advance to the next stop. Disconnect the call while walking between stops and you can rejoin as many times as…
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Winchester Cemetery Walking Tour
Rich in history, the Cemetery encompasses the story of the 200-year-old community through those who have been memorialized within its grounds. Much more than just a place for burial, the cemetery represents a lasting testimony to the people who helped shape a community.
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Stone Fence Driving Tour
This tour takes you through scenic countryside to admire historic dry-stone fences. These early 19th century structures showcase traditional craftsmanship and the region’s agricultural heritage. Ideal for history and architecture enthusiasts, the tour offers a picturesque drive through Kentucky’s charming rural landscapes.





