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Live Music, Comedy & Theaters near me in Winter Park, FL

3 live music, comedy & theaters in Winter Park, Florida, each with a direct link, phone number and what they offer.

3 listings · Updated October 2026

Live Music, Comedy & Theaters listings

  1. Blue Bamboo Center for the Arts

    Venue

    Nonprofit performance space in Winter Park's Hannibal Square area with a busy calendar of jazz, swing, Latin and classical concerts. It also books comedy and tribute shows.

    • Indoor
    • Live music
    • Date idea
    • Local favorite
    Call Blue Bamboo Center for the ArtsWebsite for Blue Bamboo Center for the Arts (opens in a new tab)Directions to Blue Bamboo Center for the Arts (opens maps)

  2. Winter Park Playhouse

    Venue

    Small professional playhouse on Orange Avenue in Winter Park. It runs an annual mainstage series and hosts the Florida Festival of New Musicals along with special events.

    • Indoor
    • Rainy day
    • Date idea
    • Local favorite
    Call Winter Park PlayhouseWebsite for Winter Park Playhouse (opens in a new tab)Directions to Winter Park Playhouse (opens maps)

  3. Breakthrough Theatre

    Venue

    Small Winter Park theater company staging a full year of musicals, plays, Shakespeare and youth productions. It also offers homeschool classes, voice lessons and summer camps.

    • Indoor
    • Rainy day
    • Date idea
    • Family
    Call Breakthrough TheatreWebsite for Breakthrough Theatre (opens in a new tab)Directions to Breakthrough Theatre (opens maps)

Live Music, Comedy & Theaters in Winter Park: what we found

This page covers 3 live music, comedy & theaters in Winter Park.

Winter Park sits just north of Orlando and is known for Park Avenue, Rollins College, its chain of lakes and brick streets. The city has a dense cluster of independent restaurants, boutiques, salons and professional offices.

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