| The Winter Park Playhouse Calendar |
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| ← September | October 2025 | November → |
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| Forever Plaid | 2:00 pm |
| John Cavazos Spotlight Cabaret Series - VIRTUAL | 5:00 pm |
| Forever Plaid | 7:30 pm |
|
| Forever Plaid | 2:00 pm |
| Forever Plaid | 7:30 pm |
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| | | | |
| Forever Plaid | 2:00 pm |
| Forever Plaid | 7:30 pm |
|
| Forever Plaid | 2:00 pm |
| Forever Plaid | 7:30 pm |
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| | |
| Forever Plaid | 2:00 pm |
| Desiree Montes Spotlight Cabaret Series - LIVE | 7:30 pm |
|
| Forever Plaid | 2:00 pm |
| Desiree Montes Spotlight Cabaret Series - LIVE | 7:30 pm |
|
| Forever Plaid | 2:00 pm |
| Forever Plaid | 7:30 pm |
|
| Forever Plaid | 2:00 pm |
| Forever Plaid | 7:30 pm |
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