- December 4, 2025
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Jamie Thompson (left), Nicole Sharp and Jaime Jackson donned their best hats.
Sonya Adams’ pink and green hat matched her mint-colored dress.
Friends Mark and Justine Maciel (left) and Peter and Kari Fleck perused the silent auction.
Vincent and Jennifer DeAndrea hold up their string of tickets.
The Wilson family (Belinda, Carrie and Wallace) took advantage of the nice weather.
Katherine Rodriguez manned the cashier booth.
Matt Erickson and Jessica Belcher of Melts on Main Street had a great time dressing up and enjoying the evening.
Bobby Kisselback of Kisselback Ford and his wife, Sherri, enjoyed some time outside under the lights.
Wallace Wilson, Bobby Kisselback and Tim Wagner all matched each other in pinstriped suits.
WINDERMERE The West Orange Junior Service League helped community members celebrate the 142nd Kentucky Derby with its latest fundraising event, Run for the Roses, on Saturday, May 7. Guests who attended were encouraged to dress up in their best Derby-inspired outfits and to don the creative hats typically seen at the Derby.
The event, held at The Pines at Windermere, offered guests an evening of food, drinks, a silent auction, a hat contest, video horse races, a live showing of the Derby, camaraderie with friends and family and more.
