| The Winter Park Playhouse Calendar |
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| ← August | September 2026 | October → |
| Never Can Say Goodbye | 2:00 pm |
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| Natalie Cordone Spotlight Cabaret Series - VIRTUAL | 5:00 pm |
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| Patrece Bloomfield Spotlight Cabaret Series - LIVE | 7:30 pm |
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| Patrece Bloomfield Spotlight Cabaret Series - LIVE | 7:30 pm |
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| The Rat Pack Lounge | 7:30 pm |
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| The Rat Pack Lounge | 2:00 pm |
| Patrece Bloomfield Spotlight Cabaret Series - VIRTUAL | 5:00 pm |
| The Rat Pack Lounge | 7:30 pm |
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| The Rat Pack Lounge | 2:00 pm |
| The Rat Pack Lounge | 7:30 pm |
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| The Rat Pack Lounge | 2:00 pm |
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| The Rat Pack Lounge | 2:00 pm |
| The Rat Pack Lounge | 7:30 pm |
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| The Rat Pack Lounge | 2:00 pm |
| The Rat Pack Lounge | 7:30 pm |
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