| The Winter Park Playhouse Calendar |
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| ← September | October 2023 | November → |
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| Ruthless! | 2:00 pm |
| Ruthless! | 7:30 pm |
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| Ruthless! | 2:00 pm |
| Ruthless! | 7:30 pm |
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| Russell Stephens Spotlight Cabaret Series | 7:30 pm |
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| Ruthless! | 2:00 pm |
| Russell Stephens Spotlight Cabaret Series | 7:30 pm |
|
| Ruthless! | 2:00 pm |
| Ruthless! | 7:30 pm |
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| Ruthless! | 2:00 pm |
| Ruthless! | 7:30 pm |
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| Motown - Pride of Motor City | 7:30 pm |
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| Russell Stephens Spotlight Cabaret Series - VIRTUAL | 5:00 pm |
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