- January 30, 2026
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Zach and Andi Stoumbos have only missed one Windermere Wine & Dine in the event's history. "We love the people and the purpose of the funds," Zach Stoumbos said.
A line of people waited outside Windermere Town Hall for the start of the annual Windermere Wine & Dine.
Jason Marcus and Mike McKee with Windermere Brewing Co. were ready to serve drinks.
Daniel and Rachael Frohardt were thrilled to be at their first Windermere Wine & Dine.
CT Allen and Pam Martini helped funnel guests through Windermere Town Hall to receive their wine glasses and wooden trays.
Sean Ghannam provided live music.
Bill Steffes accepted a sample of Eterna by Santa Margherita from AJ Sathan with Republic National Distributing.
Marika Czerwinski, Dana Berry, John Berry, Andrea Davies and Jessica Peters enjoyed their samples of wine. It was Peters' first time at Windermere Wine & Dine. "She's in shock, and it just started," Davies said of Peters.
John Collier, Gina Cordero, Peter Kaufman and Sandra Collier are glad to be a part of Windermere Wine & Dine each year. "It's cold but an incredible event," John Collier said of this year's event.
Stephen Lewis, Lynn Walker Wright, Paige Winkler and Mike Kobylka stayed warm while enjoying Windermere Wine & Dine.
Michael Cairns and Deedee Sherman took a selfie.
Chris Gabriel and David Freeman love attending Windermere Wine & Dine. "We are big supporters of Windermere," Gabriel said. "You have to come out and support, support, support."
Maryanne Davit and Tony Davit went around enjoying samples of food and wine.
Lauren Foertsch and Gingers Baking Company owner Mandy Gay offered sweet treats.
Sophie Emmerson and Mia Emmerson toasted glasses.
Austin Smith said the wine he received from Laura Prego-Ortiz with Antares Inc. was good.
Chef Andy Rapharel with Big Boards Catering offered samples of bloody Mary deviled eggs with pepperoni garnish with saffron and bacon.
Jay Roesch took a selfie with Cheryl Roesch. They said Windermere Wine & Dine is awesome, and they were glad to see the crowd despite the cold temperature.
STK Steakhouse served an angus bone-in filet lollipop.
Michael Soucy and Becky roper with Pilars served drink samples.
Each Windermere Wine & Dine attendee received a commemorative wine glass.
Opening 30 minutes earlier than scheduled, people waited in line outside Windermere Town Hall to present their tickets and receive a wine glass and wooden tray.
They braved the cold weather to enjoy samples of wine and food from various restaurants and vendors set up throughout Town Square Park during the annual Windermere Wine & Dine Saturday, Jan. 31.
Chris Gabriel said he loves attending Windermere Wine & Dine each year.
"We are big supporters of Windermere," he said. "You have to come out and support, support, support."
Proceeds from the event went to the West Orange Foundation and the Windermere Legacy Fund.
