Cows ’n Cabs Returns to Winter Park November 5 & 7 for 14th Annual Food, Wine and Music Festival

One of Central Florida’s biggest culinary fundraising events is returning to Winter Park this fall. Cows ’n Cabs, presented by HostDime, will celebrate its 14th year with two nights of food, wine, spirits and live music on November 5 and 7, 2026.

The festival has become a major gathering for Central Florida’s culinary community, bringing local chefs and restaurants together while raising money for organizations supporting children and families across the region. Last year alone, Cows ’n Cabs raised $1,088,000, bringing its total community impact to more than $4.1 million since its inception.

Tapas & ’Tinis Kicks Things Off November 5

The festivities begin on Thursday, November 5, with Tapas & ’Tinis, a smaller, more intimate event limited to just 300 attendees.

Running from 7 p.m. to 10 p.m., the evening pairs bite-sized dishes from local restaurants with a selection of martinis. The smaller format offers a different experience from Saturday’s main event, with tiny plates, tiny glasses and plenty to taste throughout the night.

The Main Cows ’n Cabs Celebration Returns November 7

The signature Cows ’n Cabs event takes place Saturday, November 7, bringing together some of Central Florida’s top culinary talent alongside a curated lineup of wines and spirits…

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