Sylvia Wong, Owner of The Roundtree Hotel, Amagansett, N.Y.
Discover the Roundtree Hotel, A hidden gem in Amagansett, NY
For those who delight in discovering boutique hotels worth coveting and returning to, this episode is a must-listen. We’re joined by hotelier Sylvia Wong, founder of the award-winning The Roundtree Hotel in Amagansett, NY.
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 are exposed to a mix of experiences, from art museums, chic boutiques to wellness offerings and the vibrant Hamptons culinary scene. All of this is enjoyed within a gorgeous setting—whether you’re staying in a barn room, cottage, or their exclusive beach house. It’s no surprise the hotel has earned accolades like Travel + Leisure’s World’s Best Award.
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.
IN THIS EPISODE, ANNE & Sylvia Discuss:
Sylvia’s career path and how she transitioned into hospitality
The story behind discovering The Roundtree and its historic roots
The attributes she chose for the hotel and the Meaningful moments uncovered through her journey
And we are introduced to her project in Las Vegas, Ariva – official luxury apartments of the Las vegas Raiders and LA Aces
Sylvia’s Favorite Classics:
Who has Influenced your style the most? For the hotel, it was the beautiful property itself, preserving nature and all it had to offer.
Favorite item in your closet? My gap denim jacket
Brand you are obsessing about lately: bottega veneta
Most Memorable dining experience? Single Thread Farm, Headlsburg, CA
Favorite destination for travel? Going to see the WILDEBEEST Migration
Where to Find Anne via IG!
