Events and Things to Do in Westport, CT

Wednesday, May 6

Featured

Shop & Stroll into Spring Event

MAY

6

5:00 PM

Fairfield, CT

Join us for the annual Shop & Stroll into Spring event on Wednesday, May 6th from 5PM - 9PM in downtown FairfieldOver 20+...

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Sunday, May 10

Featured

Mother's Day Buffet

MAY

10

11:30 AM

Norwalk Inn, 99 East Ave, Norwalk, CT

Come and celebrate your Mom with us, at The Norwalk Inn and treat her to a delicious buffet at a price the whole family can...

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Wednesday, May 6

• Shop & Stroll into Spring Event 5:00 pm

  Fairfield

  
  

Thursday, May 7

• One Degree of Separation: Jazz in Connecticut A Community Conversation with Tom Duffy and Wayne Esco 6:00 pm

  MoCA\CT, 19 Newtown Turnpike, Westport

  
  
• 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

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

  Wilton Town Center Gazebo

  
  
• “Date Night Dance” - Celebrate Mother’s Day! 6:30 pm

  Ballroom Elegance Dance Studio, 877 Post Rd E, Westport

  
  

Saturday, May 9

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

  Witon Town Center Gazebo

  
  

Sunday, May 10

• Mother's Day Buffet 11:30 am

  Norwalk Inn, 99 East Ave, Norwalk

  
  

Tuesday, May 12

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

  19 Newtown Turnpike, Westport

  
  

Thursday, May 14

• Westport Writers' Workshop at MoCA\CT with Amanda Parrish Morgan + Liz Matthews 6:00 pm

  MoCA\CT, 19 Newtown Turnpike, Westport

  
  

Saturday, May 16

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

  Sherman Town Green, 1451 Post Rd, Fairfield

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

  Weston History & Culture Center, 104 Weston Rd, Weston

  
  
• 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 24

• Rick Lewis Radio 4:30 pm

  Sacred Heart University Community Theatre, 5151 Park Ave, Fairfield

  
  

Saturday, May 30

• Historic Grainger House + Peony Garden 1:00 pm

  The Glass House, National Trust for Historic Preservation, 199 Elm St, New Canaan

  
  

Wednesday, June 3

• The 20th Taste of Westport - An American Classic 6:00 pm

  Fairfield County Hunt Club, 174 Long Lots Rd, Westport