A local vintage connoisseur is bringing a new vintage show next year. Hosted and organized by Lisa Smith, owner of Orlando Vintage Clothing & Costumes, the Orlando Vintage Show will feature collectors and sellers of a variety of curated materials. The show will take over the historic Women’s Club of Winter Park building on March 20, 2027, the same weekend as the Winter Park Sidewalk Art Festival. For a $20 entrance fee (with a student discount available), visitors can peruse the show’s wares.

Orlando Vintage Clothing & Costumes owner Lisa Smith poses with three Mary McFadden dresses. The vintage pieces were featured in Vogue.com’s coverage of the Sturbridge Show in New York City. (NICK GEORGOUDIOU)
Smith has been attending shows like this for over two decades. “I love to produce sales and promotions,” she said. “And I love to throw a party. And so, I thought, why not do my own show right in my own backyard?”
The plan? According to Smith: “Invite some of the best dealers I know in the United States and do a show that’s accessible and reasonably priced, where people can make money and not feel like they’ve got to sign over their mortgage to do it.”
Smith said it’s unlike anything Orlando has seen before. “I hope it’s the beginning of something really solid.”
