Southwestern Connecticut

We’ve compiled the best of the best in Southwestern Connecticut - browse our top choices for the top things to see or do during your stay.

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  • 1. The Ridgefield Playhouse

    This historic, fully renovated, country playhouse presents national and local musicians, comedians, magicians, theatrical performances, classic and new films, and insightful lectures. Stars ranging from Gordon Lightfoot to Lyle Lovett, Dana Carvey to Amy Schumer, and performances such as Puccini's Madama Butterfly and Shakespeare's Henry V have been headliners over the years.

    80 East Ridge, Ridgefield, Connecticut, 06877, USA
    203-438–5795
  • 2. The Levitt Pavilion for the Performing Arts

    Enjoy an excellent series of mostly free outdoor summer concerts here that range from jazz to classical, folk to blues, and one night each week focused especially on children. (You must reserve or buy a ticket online.) Bring a blanket or beach chair—and a picnic, if you like, but snacks and drinks are also available.

    40 Jesup Rd., Westport, Connecticut, 06880, USA
    203-221–2153-concert hotline

    Arts/Entertainment Details

    Rate Includes: Mostly free, Closed late Aug.--late May
  • 3. The Palace Theatre

    Plays, comedy shows, concerts, ballet, kids' shows, and film festivals are presented at the 1,600-seat Palace, originally a vaudeville house, which is now owned and operated by Stamford Center for the Arts.

    61 Atlantic St., Stamford, Connecticut, 06901, USA
    203-325–4466-box office
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