During odd-numbered years, the Art Council of Southwest Florida holds the Winner's Circle Show.  This is an especially exciting show because every work of art exhibited has won a top prize in one of the exhibits of the Council's member organizations during the previous two-year period.  Thus, the prize-winners of this show represent the best of the best artwork produced by the Art Council's member artists.

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In 2023, the show was held at the Norris Center in Naples during normal business hours from June 3rd to July 28th with an opening reception from 5 to 7 on June 3rd.