| The Winter Park Playhouse Calendar |
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| ← November | December 2021 | January → |
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| Christmas My Way: A Sinatra Holiday Bash | 2:00 pm |
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| Christmas My Way: A Sinatra Holiday Bash | 2:00 pm |
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| Christmas My Way: A Sinatra Holiday Bash | 2:00 pm |
| Tay Anderson Spotlight Cabaret Series - VIRTUAL | 5:00 pm |
| Christmas My Way: A Sinatra Holiday Bash | 7:30 pm |
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| Christmas My Way: A Sinatra Holiday Bash | 2:00 pm |
| Tay Anderson Spotlight Cabaret Series - VIRTUAL | 5:00 pm |
| Christmas My Way: A Sinatra Holiday Bash | 7:30 pm |
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| Christmas My Way: A Sinatra Holiday Bash | 2:00 pm |
| Tay Anderson Spotlight Cabaret Series - VIRTUAL | 5:00 pm |
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| Christmas My Way: A Sinatra Holiday Bash | 2:00 pm |
| Playhouse Family Spotlight Cabaret Series | 7:30 pm |
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| Christmas My Way: A Sinatra Holiday Bash | 2:00 pm |
| Playhouse Family Spotlight Cabaret Series | 7:30 pm |
|
| Christmas My Way: A Sinatra Holiday Bash | 2:00 pm |
| Christmas My Way: A Sinatra Holiday Bash | 7:30 pm |
|
| Christmas My Way: A Sinatra Holiday Bash | 2:00 pm |
| Christmas My Way: A Sinatra Holiday Bash | 7:30 pm |
|
| Christmas My Way: A Sinatra Holiday Bash | 2:00 pm |
| |
| Christmas My Way: A Sinatra Holiday Bash | 2:00 pm |
|
| Christmas My Way: A Sinatra Holiday Bash | 2:00 pm |
|
| Christmas My Way: A Sinatra Holiday Bash | 2:00 pm |
| Christmas My Way: A Sinatra Holiday Bash | 7:30 pm |
|
| Christmas My Way: A Sinatra Holiday Bash | 2:00 pm |
| Playhouse Family Spotlight Cabaret Series - VIRTUAL | 5:00 pm |
| Christmas My Way: A Sinatra Holiday Bash | 7:30 pm |
|
| Christmas My Way: A Sinatra Holiday Bash | 2:00 pm |
| Playhouse Family Spotlight Cabaret Series - VIRTUAL | 5:00 pm |
|
| Playhouse Family Spotlight Cabaret Series - VIRTUAL | 5:00 pm |
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