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Events in Hernando County This Weekend: Aug 28-Aug 30, 2026

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4 things going on in Hernando County from August 28 to August 30, with events in Brooksville, Spring Hill, and Weeki Wachee.

  1. Sip & Shop Downtown Brooksville
    Fri 5-8 PM
    A monthly evening street event held on the last Friday of every month in historic downtown Brooksville. Shop local boutiques, sip drinks, and enjoy the walkable downtown atmosphere with vendors and community vibes.
    📍Brooksville Main Street, Downtown Brooksville Main Street, Brooksville, FL 34601
    FreeMore info →
  2. Friday Night Car Cruise-In
    Fri 5-10 PM
    A recurring Friday night car cruise-in in Brooksville welcoming all makes and models. Come out to show off your ride or just browse the cars in a casual, community-friendly setting.
    📍17109 Old Ayers Rd, 17109 Old Ayers Rd, Brooksville, FL 34601
    FreeMore info →
  3. Rooster – Tribute to Alice in Chains
    Sat 6-10 PM
    A live tribute band performance dedicated to the iconic grunge sound of Alice in Chains, held at Brooksville’s beloved local winery. Enjoy the music alongside Sparacia Witherell’s estate wines in an outdoor vineyard setting.
    📍Sparacia Witherell Family Winery & Vineyards, 21509 Snow Hill Road, Brooksville, FL 34601
  4. Kevin’s Car Show at Mission BBQ
    Sun 11 AM-3 PM
    A fun Sunday car show hosted by Kevin’s Car Shows at Mission BBQ in Brooksville, welcoming all makes and models. Enjoy classic and custom vehicles alongside Mission BBQ’s famous smoked meats and sides.
    📍Mission BBQ Brooksville, 14363 Cortez Blvd, Brooksville, FL 34613
    FreeMore info →

Have an event to share? Contact Dade Hill News to get your event listed.

Researched and compiled by Dade Hill News

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