Third annual Fashionably Westport brings downtown merchants together for two days of fashion + beauty to benefit Homes with Hope

Fashionably Westport Saturday, March 4th at 7pm, followed by a full day of in-store activities and promotions on Sunday, March 5th, 2023.

The Westport Downtown Association is excited to announce the 3rd annual Fashionably Westport runway show, featuring the latest styles from scores of our downtown merchants and beauty salons.

Modeled by local friends and celebrities, the event will be exciting and bolder than ever, staged in the stunningly reimagined Westport Library Trefz Forum with a raised runway and professional sound and lighting.  To add substance to style, a portion of the proceeds from this year's event will benefit Homes with Hope in Westport, an agency dedicated to ending homelessness in Fairfield County. Enjoy a dazzling and social night of fashion and music for a great cause, Saturday, March 4th at 7pm, followed by a full day of in-store activities and promotions on Sunday, March 5th, 2023.

Fashionably Westport’s runway program of style with substance, blends fashion with fun, creating a night out in Downtown Westport with cocktails by Don Memo brought to you by Titos and Tuck Gin from Ninety 9 Bottles of Westport as well as light bites prepared by local favorite, Walrus Alley. New this year, guests will also be treated to Precious Oysters which is a tide-to-table raw bar catering service specializing in oysters and clams, committed to supporting sustainable seafood by creating boutique raw bars for private events. Blossom + Stem will be providing the stunning flower arrangements. DJ Paul Lacano will be back for runway music and cocktail hour following the show, plus all patrons will receive a gift bag loaded with gifts from participating merchants, sponsors and salons.

The Westport Downtown Association is grateful to the many generous sponsors who make this event possible including Anderson Renewal, Randel Law Offices, The Visual Brand, T.A.O. Modeling Agency, David Adam Realty, The Nolan Team at Compass, Westport Lifestyle (media partner) and The Westport Library (venue partner). Hip Modern V, The Dreamcoat by Vernice and Greenwich Medical Spa will also be on site. We are thrilled to have John Videler Photography capturing the event through his lens again this year. Artistex Salon will also be on site doing touch ups backstage for participating models!

The WDA is proud to welcome Courtney Davis as the MC of the event. She is a Texas-born, NYC-seasoned, Connecticut-based comedian who splits her time between Westport and Palm Beach where she is the creative director of a 1920’s era boutique hotel. This is not Courtney’s first event in support of Homes with Hope - she was one of the Comedians at their “Stand up for Comedy” event in June that was held at The Westport Library. Courtney is also the host of “Courting with Courtney'' on the Anna and Raven Show on Star 99.9. She performs comedy all over Connecticut as well as in NYC. With her love of Westport, support of the Westport Downtown Association, Homes with Hope and The Westport Library, having Courtney as the MC of this event guarantees it will be a night of laughs to remember.

Amy Guzzi is back as the Runway Director this year. Amy is a fashion stylist and stylish mom living in Weston, CT, who has mastered the art of looking gorgeous all the time, and helping her clients and social media followers do the same. Amy’s self-described style is “classic and traditional” with a mix of old and new. She specializes in the art of mixing high end staple pieces with my favorite budget finds.

The fashion and fun does not end on Saturday! All day Sunday, March 5th, participating stores will host in-store events and promotions including pop-ups, trunk shows, giveaways and more, offering a perfect opportunity for patrons to shop the runway looks and support our local businesses. A schedule of events will be available at 

Fashionably Westport is excited to feature fresh Spring | Summer looks from over 20 retailers and salons in Westport with models walking from many sectors around town, including our Town Selectwomen Jen Tooker and Andrea Moore.

Participating Merchants: Bella Bridesmaids, Brochu Walker, The Plumed Serpent, Winged Monkey, Scout & Molly’s, Eileen Fisher, West, Splash of Pink, Southern Tide of Westport, Bobbles & Lace, Fred, Express Edit, Athleta, unsubscribed, Marine Layer, Offline by Aerie, Pure Barre Westport, 7 for all Mankind, Splendid and more to come… 

Participating Salons: Artistex Salon, Moxie Salon & Beauty Bar, Blow Dry Westport, SALON Dada

Tickets are $75 for regular seating and $125 for VIP seating. You can purchase tickets at

Photo credit Videler Photography

Submitted by Westport, CT

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