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About Us

Bennie's Barber Shop was established at downtown Boston in 1964 by Philip Upshaw. Philip had the dream that this place would become a symbol of class and it will foster community bonding. In his old age and wits, he envisioned that that this shop would exemplify the art of barbering.It has maintianed its class and aesthetic seamlessly blending tradition with modern elegance. Despite the passage of time, Bennie's Barber Shop has remained committed to its core values of quality, integrity, and customer satisfaction. The shop has become a community beacon, attracting a diverse client seeking more than just a haircut, but a grooming experience enriched with warmth, and attention to detail.Bennie's continues to be cherished by both who appreciate old school trends and modern contemporary trends. Bennie's Barber Shop is not just a place for grooming, it's a sanctuary of style, a celebration of heritage, and a timeless symbol of community bonding. Book with us to continue supporting and mantaining this shop's rich heritage

Meet the Family

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Benard Upshaw

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Ethan Smith

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Katherine Edwards