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The modern dress code is rather more relaxed

Heres a quick breakdown: Millionaires Row / luxury boxes: Full suit with tie, pocket square, dress shoes, and a hat Grandstands / reserved seating: Suit or blazer with dress pants, tie or bow tie, and a hat Infield general admission: A little more flexibility dress pants with a nice button-down, or a casual suit, still with a hat No matter where youre sitting, the golden rule of mens Kentucky Derby attire is this: always wear a hat

If tall boots arent an option due to a wider calf, try wearing ankle boots with tights or socks in the same color to mimic that elongated look

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