A graduate of NYU Law School, Sylvia’s journey from corporate law to hospitality was both organic and inevitable.
Sylvia’s discovery of The Roundtree’s serene location sparked a vision that would evolve into a beautiful reflection of quiet luxury. The property blends modern furnishings and commissioned artwork with natural materials and bespoke amenities—creating a space that feels like a sophisticated extension of home.
The Roundtree Hotel is rich in history. Tucked away in a charming hamlet in East Hampton, it features the oldest house in Amagansett, originally built by one of the first four families to settle the area in the 1600s. In fact, one of the two-bedroom cottages on the property is over 250 years old.
As a guest, you’ll enjoy a mix of experiences—from art museums and chic boutiques to wellness offerings and the vibrant Hamptons culinary scene. All of this is set within a gorgeous environment—whether you’re staying in a barn room, cottage, or the exclusive beach house, it’s no surprise the hotel has earned accolades like
Travel + Leisure’s World’s Best Award. In this episode Anne and Sylvia discuss:
It is clear why The Roundtree is a favorite stay. This home away from home is a true reflection of who Sylvia is—elegant, authentic, and humble. That spirit is reflected in every detail, especially in the hotel’s unparalleled service, always seeking new ways to delight each guest.
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