When Robert Winston and his teenage son, Maynard, first wheeled their pushcart of flowers onto Boston’s fashionable Newbury Street in 1944, they could not have foreseen how their humble enterprise would flourish into a widely respected business throughout New England and New York City. From their modest beginnings working from that pushcart in front of the original Ritz-Carlton hotel in Boston, this father-son team would lay the guiding principles and philosophies of the company that would one day be named Florist of the Year, a frequent Best of Boston award-winner and a perennial client favorite.

It was Maynard Winston who helped the business evolve into one of the country’s premier florists. Under his guidance, Winston Flowers made its name in Boston as a forward-looking Newbury Street boutique with the best floral designers and a discerning clientele. Acting on a tip from a Dutch employee, Maynard was the first to import flowers directly from overseas—delighting Bostonians with exotic new varieties of freesia, lilac and tulips flown in from Holland exclusively for Winston Flowers. He emphasized innovation, hard work and friendly service, and as the owner, would not hesitate to take public transportation or walk through Back Bay or Beacon Hill to personally deliver flowers to a client. He always encouraged his young sons David and Ted to do the same.

Today the third-generation, family-owned company is run by David and Ted Winston and recognized as one of the country’s most highly regarded florists, with a worldwide online presence and seven shops throughout Massachusetts and Greenwich, CT, as well as our newest location in New York City. With seventy years of experience and a reputation for award-winning floral design, extraordinary special events, innovative garden design and warm, friendly service, Winston Flowers is not only one of Boston’s first florists, but one of the country’s leading creative establishments touching clients in Boston, Manhattan, Greenwich and beyond.

In a business built upon the ephemeral beauty of flowers, Winston Flowers has forged relationships that last a lifetime, many stemming back to Maynard Winston himself. Always looking to the future—and respectful of New England’s always-changing seasons—today the company continues to honor its family heritage with a continual eye on the future of modern floral design. From pushcart roots to the world-class reputation of today, the guiding principles of warm service and innovative beauty have never wavered.