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Step Into Style at Fashionably Westport 2026 — Hosted by the Westport Downtown Association

Westport, CT - The Westport Downtown Association, Inc. (WDA) presents Fashionably Westport for the sixth year, an evening that brings together fashion, community, and philanthropy in support of Homes with Hope. This year’s event promises an elevated yet intimate experience, featuring over twenty local boutiques, seven salons, and a dynamic lineup of 90 models. The Westport community is looking forward to coming together once again to celebrate this hometown event while supporting a meaningful cause. “The WDA is excited to host our 6th annual Fashionably Westport in support of Homes with Hope,” said Maxwell Crowley, President of the WDA. “It’s a great opportunity to bring the community together while highlighting and supporting our local businesses.”


The event will be held at the Westport Library on Saturday, April 25th, from 7 to 10 p.m.

Event Information:  Visit the official event website

Tickets: Purchase tickets on Eventbrite


The WDA is honored to welcome Lonnie Quinn as co-emcee. Lonnie is an Emmy Award-winning meteorologist and has served as the Chief weathercaster for CBS News New York since 2007. A Westport resident, Quinn brings both energy and local connection to the evening. The WDA is excited to welcome back Dave Briggs as co-emcee. Briggs is a former CNN, NBC Sports, Fox News, and Turner Sports anchor. He has lived in Westport with his family since 2008. Finally, the WDA is excited to welcome the return of Carey Price, owner of Westport-based The Cove Collective, as runway director. Price is a Parsons School of Design alum with experience working alongside top fashion designers.


No charity event is complete without a silent auction. The proceeds will benefit Homes with Hope. In 2024, the WDA raised $20,000, and hopes to exceed that goal this year. This year, the local business community has shown up in a big way, with over 100 donations. The silent auction is not to be missed. Explore all of the generous silent auction donors here, and stay tuned as the auction goes live on April 25, 2026, at 6:00 p.m.

Step Into Style at Fashionably Westport 2026 — Hosted by the Westport Downtown Association
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