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The Winter Park Playhouse

4.8 (33 reviews)
Closed 11:00 am - 4:00 pm
Updated 3 months ago

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Inside the auditorium area.
Felicia K.

Wow, what a wonderful little gem in Winter Park. When you walk up the walkway, you are greeted by wonderful ladies that welcome you in to the Playhouse. you step into the receiving hall area and you are welcome again by a couple of more wonderful ladies that ask you some questions about is this your first time and then they guide and direct you and help you where to go and where everything. in the background, there is a piano playing that when you turn the corner there is a gentleman playing a piano of soft music that puts such joy and sets the stage for the evening. He played the whole time until we entered the Auditorium . we went to the box office I bought our tickets online and then they went on the computer and printed out the tickets for you and guided you to the lounge area to get a drink and snacks. Lots of sitting areas of couches and tables and chair. That have black tablecloths candles, and a little flower arrangement on the tables.. we proceeded over to the little bar area to get a bottle of water and a bag nuts. they also offer wine and beer and small bags of chips and nuts. If you want a drink at intermission, you pay for it then and they will give you a ticket and will have your drinks waiting for you on a side table so you do not have to wait in line again. How lovely is that . They had a nice selection of Wine,beers and cocktails. When the red curtains open and you walk through the hallway to go into the auditorium area, you get to see signed musicals From the past. We were there to see the sounds of the 70s. Wow I was very impressed with the voices. The acting in the orchestra band. I knew every song sang to every song and danced, but not out loud. The owner welcomes everybody and gives a ton of information about the Playhouse the history. What the next musicals coming up what it's about which is really helpfulAnd the wonderful ladies let you know when you can sing out loud and clap and stand up and dance. It was such a fun almost 2 hours. Definitely be back for the next musical and they also have silent auction fundraisers, which the event seems to be pretty amazing. I will be attending if I'm available. go and experience. This amazing little hidden gem in Winter Park. You will definitely be a fan and hooked after one musical.

Ticket
Shalay R.

I visited The Winter Park Playhouse for the first time because I was invited to a show. Location is great, right of the main parking. Parking is a little bit of a challenge but I think that's goes for most things downtown or in Winter Park. The show itself was funny it was parked and looked like others enjoyed themselves. The staff was friendly and helpful. I didn't get to try any food so can't really review that. The overall ambiance first impress of The Winter Park Playhouse theater itself was that I felt it was a outdated. I left that a play theater in Winter Park should have been top notch but the interior seemed old and a little dusty. The actual theater is so small and a little stuffy. The seats are so close. I felt cramped. You could literally feel the air turn on when the show started.

Desperate Measures Musical
Barbie C.

If you like seeing plays, especially musicals, then this beautiful playhouse is just for you. It's located in Winter Park and gives you all the feels with its simple but upscale vibe. When you walk in there's a lobby with a pianist playing and an adorable waiting area showcasing the main road. I will say that it's best to get your tickets in advance. My friend and I showed up just hoping to get in, but we did only because some people failed to show up so they sold us their tickets instead. Before entering the theater there is a little bar/snack area. The woman that worked there did say to have snacks outside the theater since eating in the theater would not be allowed. So if you're hungry, get there early to get your munch on. The theater had a very classic ambiance to it which matched the attendees. The age group was definitely way older than my friend and I in our early 30's, so don't expect young, current titles to be performed. But if you like the theater that's not going to matter very much.

Desperate Measures
Deb B.

First time visiting here and decided to try it out on opening night. Tickets are half-price opening night and I would recommend buying them ahead of time because they were sold out. The staff there was super friendly and welcoming. They made sure we were still able to get seats. We saw Desperate Measures, a musical western with a cast of 6. They each did such a great job that I kept changing my mind as to who was my favorite. Place is small and intimate, so there are no bad seats. I really enjoyed myself and will definitely go back.

Colleen B.

So nice!!!! I drive by this place alllll the time and always wondered what it was like. Well, last Monday night I ventured in there for a night of Long Form Improv. Cash only for tickets. The lobby is gorgeous and comfy. You can hang out in here and grab a drink at the small (but very accommodating) bar. It is cash or credit! The bartender was a sweetheart, she was just so nice and quick! It's a great setting to mix and mingle with other attendees and artists performing, depending on what show you are there to see. The theater is very intimate and it has a small stage but that makes for a great show sometimes. It was perfect for comedy cause you were right there and couldn't miss a thing. I had a great time and really can't wait to see another performance here!

GREAT SHOWS.... Amazing talent!

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1 year ago

Greatest theatre in Orlando We've been going for 20 years and love it every time. Recommend it highly

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9 years ago

What an amazing place. We saw Why Do Fools Fall In Love. Great cast and venue. A lot of fun. I am definitely planning on returning.

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Ask the Community - The Winter Park Playhouse

How are the seats right in front of the band A1 and A2? Is it too loud?

It could be too loud from those seats. Also, not best sightline.

Don’t See Your Question? Ask Away!

Review Highlights - The Winter Park Playhouse

Heather Alexander and Roy Alan, the founders, discovered a rare niche: a theatre that doesn't rely on spectacle or technology, but on the timeless power of human talent.

Mentioned in 3 reviews

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There are some amazing things about this theatre space…read more I love the way the doors can slide open so on nice Orlando nights it's like an open air entrance. I love how beautiful the stairwell is going up to two. I love how much they have expanded their food and beverage line up over the years. The sound tends to be pretty good, the communication from the theatre is always amazing. They waive fees if you come to the box office to buy your tickets. The seats are comfy and almost every seat has a solid view. The box seats are the exception so be warned. The volunteers are always amazing and they are so nice. It would be cool if they opened a second location that served coffee because that line for espresso beverages is always really long. I love the breadth of show types. There's always something for everyone.

Swan Lake October 2025…read more This is one of those performances that stays with you long after the curtain comes down. I saw Swan Lake back in October 2025, and somehow I'm only just now sitting down to write about it.... I apologize for not getting this review out sooner. The last time I had seen this ballet... I was in my twenties, which feels like another lifetime ago. Swan Lake sits right up there with The Nutcracker in terms of recognition. You grow up knowing it, even if you've never actually seen it live. As a little girl, it lives in your imagination. The costumes, the movement, the elegance, and that quiet belief that maybe one day you could be that dancer. For a lot of people, that dream gets planted early and never fully leaves. Walking into this performance, I felt that history. Not just personal, but cultural. Swan Lake carries weight because it's about illusion versus truth, about wanting something you can't quite have and mistaking appearances for reality. Tension is built into every movement. Swan Lake is not the same experience as The Nutcracker. The Nutcracker is festive and structured more like a showcase. Swan Lake is continuous, demanding, and far more intense. The lead roles require stamina, precision, and emotional control from start to finish, and the corps de ballet has to move in perfect synchronization with no room for error. It really is the Olympics of ballet. This performance delivered. It was polished, immersive, and held my attention the entire time. I found myself watching not just the choreography, but the control, the discipline, and the way each dancer carried themselves on stage. One dancer in particular stood out to me, Bernardo Betancor. He was exactly what you imagine when you think of a leading male ballerina. He carried a statuesque presence on stage and was, without question, easy on the eyes. More than that, he had command. The kind that makes your eyes go back to him whether you mean to or not. I'm glad I finally made it back to Swan Lake after all these years, and even more glad I didn't miss this one. Huge thanks to Ronnald M. for pulling me into this night, because let's be honest... this is not exactly a bad way to spend an evening.

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The Winter Park Playhouse - theater - Updated May 2026

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