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- Winter Garden Weekend: Live Music, Farmers Market + Early September Picks
Winter Garden Weekend: Live Music, Farmers Market + Early September Picks
Your Thursday planner—what to do Aug 22–24 and what to book now for next week.
Isaac Valentine
August 21, 2025
Your Weekend Planner + Early‑Bird Picks
By reading and sharing The Local Loop, you’re helping support local businesses, events, and the Winter Garden community we all call home.
Winter Garden • Horizon West • Hamlin — Handpicked events for Aug 22–24, plus what to book now for late August & September.
Fridays on the Plaza — The PB3
📍 Centennial Plaza Gazebo • Fri, Aug 22 • 7–9 PM
Kick off the weekend with a free outdoor concert in the heart of downtown.
Winter Garden Farmers Market
📍 Downtown Pavilion • Sat, Aug 23 • 8 AM–1 PM
100+ vendors, fresh produce, artisan goods, and live music — one of Florida’s best markets.
Crooked Can — Live Music on the Main Patio
📍 Plant Street Market • Sat, Aug 23 • 1:00 PM
Craft beer, artisan eats, and live music on the patio — an easy add to your Saturday downtown stroll.
✨ This Week’s Spotlight — Sponsored by VBL Essentials LLC
This newsletter is sponsored by VBL Essentials LLC — your trusted local partner for water mitigation, mold remediation, and consulting services. Protecting your home, restoring your peace of mind.
📞 256-698-0396 | 📧 [email protected]
Plan Ahead — Late Aug & September
Fridays on the Plaza
📍 Centennial Plaza Gazebo • Fri, Aug 29 • 7–9 PM
Another free live concert downtown — bring a chair and enjoy the evening glow on Plant Street.
Homegrown in Horizon West
📍 Hamlin Town Center • Sun, Sep 7 & Sep 21
A bi-monthly Sunday market with live music, yoga, and vendors.
SOBO Gallery — “Landscapes, Real or Imagined”
📍 127 S. Boyd St. • Aug–Sep
Curated exhibit from local artists at the Winter Garden Art Association.
Crooked Can — Late August Sets
📍 Plant Street Market • Thu, Aug 28 & Fri, Aug 29
Evening live sets with food hall bites steps away.
Local Favorites (Weekly)
Fridays on the Plaza — Free outdoor live music downtown every Friday, 7–9 PM.
Winter Garden Farmers Market — Every Saturday, 8 AM–1 PM at the Downtown Pavilion.
Plant Street Stroll — Crooked Can & Plant Street Market for bites, brews, and live entertainment most weekends.
💌 Share the Loop
Know someone who loves Winter Garden? Forward this and help them plan their weekend.
🌐 Coming Soon — The Local Loop Website
We’re excited to share that The Local Loop Winter Garden website goes live Sept 1, 2025.
You’ll be able to browse events, spotlights, and guides anytime — plus catch every newsletter issue online.
👉 Stay tuned for the official launch link in next week’s email!
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