Few events capture the Windermere lifestyle quite like the annual Windermere Wine & Dine. Set in the heart of town, it's an evening of refined indulgence and community spirit that residents look forward to all year.
Guests sample tastings from many of Orlando's top restaurants alongside an extensive selection of wines, beers, and cordials, all set to live music and dancing under the stars. Hosted in partnership with the West Orange Chamber of Commerce, the event also gives back to the local community — making it as meaningful as it is fun.
It's the perfect snapshot of what makes Windermere special: great food, genuine neighbors, and a beautiful lakeside setting. If events like this are your idea of home, Windermere might be your place — explore the community or reach out to start your search.
