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’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:

• 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
• Her new project in Las Vegas:  Ariva – official luxury apartments of the Las vegas Raiders and LA Aces

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.

Connect with The Roundtree @theroundtreeamagansett and Book your stay on theroundtreehotels.com

You can find Anne @styledbyark.com
Follow us @classicandcuriouspodcast