Events and Things to Do in Westport, CT

Friday, May 8

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Saturday, May 9

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Monday, May 11

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Thursday, May 7

  • Read to Grow to Host “A Night for the Books” Community Event May 7 at the Westport Library 8:00 pm

    The Westport Library, 23 Jesup Rd, Westport, CT, 06880


Friday, May 8

  • Join SALSA Dance Class - Bring Fun and Joy to Mother’s Day! 6:30 pm

    Ballroom Elegance Dance Studio, 877 Post Rd E, Westport


  • Wilton'S 87th Annual Mother's Day Plant Sale 12:00 pm

    Wilton Town Center Gazebo


Saturday, May 9

  • Scandalous Saturdays Burlesque 5th Anniversary & Benefit Show 7:00 pm

    Trevi Lounge, 548 Kings Hwy Cutoff, Fairfield


  • Wilton Garden Club 87th Annual Mother's Day Plant Sale 10:00 am

    Witon Town Center Gazebo


Monday, May 11

  • Humanists and Freethinkers of Fairfield County 6:30 pm

    Wilton Quaker Meeting, 317 New Canaan Rd, Wilton


Thursday, May 14

  • Online Estate Auction - BIDDING STARTS 5/7 Through 5/14 - Starts Closing 5/14 at 8:05 pm 7:30 pm

    Coastal Contemporary in Weston With Watercress Springs


Friday, May 15

  • Westport Library Book Sale 12:00 pm

    The Westport Library, 20 Jesup Rd, Westport


Saturday, May 16

  • Greens Farms Garden Club - Annual Plant Sale 9:00 am

    Sherman Town Green, 1451 Post Rd, Fairfield


  • Westport Library Book Sale 9:00 am

    Westport LIbrary


  • Colonial Encampment Day with the 5th CT Regiment 10:00 am

    Weston History & Culture Center, 104 Weston Rd, Weston


  • Peking to Paris - A motoring Odyssey in a 1910 White Steam Car 1:00 pm

    336 Westport Rd, Easton


  • Social Ballroom Dance Night 6:00 pm

    Ballroom Elegance Dance Studio, 877 Post Rd E, Westport


  • Karisa Chiu, violin and Frederic Chiu, piano, Saturday, May 16, 2026, 7:00PM 7:00 pm

    MoCA\CT, 19 Newtown Turnpike, Westport


Sunday, May 17

  • Westport's Academy of Dance - Alice! 1:00 pm

    Bedford Middle School, 88 North Ave, Westport


Tuesday, May 19

  • Chris Brubeck’s Triple Play 7:00 pm

    19 Newtown Turnpike, Westport


Thursday, May 21

  • Golden Hour Tours 5:00 pm

    The Glass House, 199 Elm St, New Canaan


Sunday, May 24

  • Rick Lewis Radio 4:30 pm

    Sacred Heart University Community Theatre, 5151 Park Ave, Fairfield


Tuesday, May 26

  • Sound Bath Meditation with Hummingbird Healing Arts 6:00 pm

    19 Newtown Turnpike, Westport


Thursday, May 28

  • Film Screening: “Jazz on a Summer’s Day” with Q+A 6:30 pm

    19 Newtown Turnpike, Westport