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Reasons2Eat

Shoe's Cup & Cork

With a name like Shoe’s Cup & Cork, you know there’s an intriguing story behind it. The name alone sparks curiosity, but even with an open mind, you’ll be surprised by what this restaurant has to offer. While the large sign and awning draw attention from the street, the layout resembles an iceberg—there’s much more than meets the eye. Upon entering, it feels like a cozy small-town cafe with a few tables and stools at the counter, accommodating perhaps 20 people. Yet, the aged hardwood floors and the chalkboard above the counter, displaying coffee flavors, wines, and local beers, immediately catch your eye. Hidden from view, up the stairs to the right lies the “poker room,” a beautifully decorated space with more tables, wood flooring, and bookshelves—a rarity in modern restaurants. But the surprises don’t end there. To the left of Shoe’s Cup & Cork lies an easily overlooked alley, leading to the secret garden at the back—a charming open space with ample seating and delightful ambiance. During colder months, the garden is divided into three tents, providing more outdoor seating than indoors. Opening at 9:00 am every day, they offer brunch until closing at 4:00 pm, with dinner service available on Friday and Saturday nights from 4:00 pm to 9:00 pm. Despite weekend crowds, outdoor seating in the back is plentiful, so don’t hesitate to inquire. In the vibrant culinary landscape of Leesburg, Shoe’s Cup & Cork stands out with its rich history. Once a shoe repair shop, it still attracts visitors hoping for repairs. In a bygone era, it also served as a car showroom and a post office. Explore this slice of living history for yourself. And after indulging in their offerings, make sure to enjoy the Bocce court in the back.







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