Events in Middleton

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  • All American Celebration

    Lake Sumter Landing 1020 Lake Sumter Landing, The Villages, FL, United States

    Celebrate Independence Day at Lake Sumter Landing with a day full of live entertainment, festive cocktails, food and market vendors, strolling performers, and fun activities like a cornhole tournament and […]

  • Brownwood Arts & Crafts Festival

    Brownwood 2726 Brownwood Blvd, The Villages, FL

    New Enjoy two full days of creativity and fun at the Brownwood Arts & Crafts Festival. Explore a vibrant collection of handmade treasures from local artisans, treat yourself to delicious […]

  • Spanish Springs Arts & Crafts Festival

    Spanish Springs 1000 Avenida Central, The Villages, FL, United States

    New Updated Enjoy two full days of creativity and fun at the Spanish Springs Arts & Crafts Festival. Explore a vibrant collection of handmade treasures from local artisans, treat yourself […]

  • Lake Sumter Landing Holly Jolly Arts & Crafts Festival

    Lake Sumter Landing 995 Old Mill Run, The Villages, FL, United States

    Enjoy two full days of creativity and fun at the Lake Sumter Landing Holly Jolly Arts & Crafts Festival. Explore a festive collection of handmade treasures from local artisans, treat […]

  • Sumter County Fair 2026

    Sumter County Fairgrounds 7620 SR 471, Bushnell, FL, United States

    The Sumter County Fair is a 10-day annual event featuring rides, live entertainment, food vendors, agricultural exhibits, livestock shows, and community competitions. Located at 7620 SR 471, Bushnell, FL 33513. […]