2025
Downtown Winter Garden Events
April 2025
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Sat, Apr 5 – Spring Fever
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Sun, Apr 6 – Spring Fever
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Sat, Apr 19 – Easter Egg Trail | 3–5 PM
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Sun, Apr 20 – Easter Sunday
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Tues, Apr 22 – Earth Day
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Wed, Apr 23 – World Book Day
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Sat, Apr 26 – SOBO’s Art Night VIP
May 2025
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Sat, May 3 – Raffle "MAY’NIA" | All Day
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Mon, May 5 – Cinco De Mayo
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Sat, May 10 – For The Love Of Mom
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Sun, May 11 – Mother’s Day
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Tues, May 20 – National Rescue Dog Day
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Sat, May 24 – Driftwood Market 7th Anniversary!
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Mon, May 26 – Memorial Day
June 2025
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Sun, June 15 – Father’s Day
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Fri, June 20 – First Day of Summer
July 2025
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Fri, July 4 – Independence Day / Kids Parade & Party in the Park
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CHRISTMAS IN JULY
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Holiday Preview – VIP Night to Shop Early (Collab with Polka Dotz)
August 2025
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Sat, Aug 2 – Summer Sidewalk Sale & Live Music (City Event)
September 2025
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Mon, Sept 1 – Labor Day
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Mon, Sept 22 – First Day of Fall
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Sat, Sept 27 – Taste of Fall? | All Day
October 2025
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Fri, Oct 31 – Trick or Treat | 5–7 PM
November 2025
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Thurs, Nov 6 – Jingle & Mingle | 5–8 PM (Kick off the holiday season)
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Tues, Nov 11 – Veterans Day
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Fri, Nov 21 – Pink Friday
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Thurs, Nov 27 – Thanksgiving
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Fri, Nov 28 – Black Friday
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Sat, Nov 29 – Small Business Saturday
December 2025
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Fri, Dec 5 – Light Up WG (City Event)
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Sat, Dec 6 – Holiday Market (City Event)
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Sun, Dec 14 – Hanukkah Begins
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Tues, Dec 16 – Thurs, Dec 18 – Spirits & Sparkles | 5–8 PM
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Sun, Dec 21 – First Day of Winter
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Tues, Dec 23 – Bourbon & Bowties?
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Thurs, Dec 25 – Christmas Day