Events and Things to Do in Westport, CT

Friday, August 28

Featured

Cruel Summer: a back-to-school concert featuring hits by Taylor Swift, Ariana Grande and more!

AUG

28

7:00 PM

Westport Country Playhouse, 25 Powers Ct, Westport, CT

Shake off the end of summer and kick off a brand-new season at the Playhouse with CRUEL SUMMER – an electrifying night...

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Sunday, September 6

Featured

Molly Tuttle in Concert

SEP

6

7:30 PM

The Klein Memorial Auditorium, 910 Fairfield Ave, Bridgeport, CT

Molly Tuttle is a Grammy-winning singer, songwriter, and virtuosic guitarist whose innovative blend of bluegrass, Americana,...

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Monday, September 14

Featured

Connecticut Ballet Center presents Creative Movement and Boys Ballet Classes

SEP

14

9:00 AM

Connecticut Ballet Center, 20 Acosta St, Stamford, CT

September 14th will bring the start of formal dance training for young dancers ages 3 & up! Connecticut Ballet Center, official...

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Thursday, August 27

• Craft & Sip: Mosaic Stepping Stones 6:00 pm

  Earthplace, 10 Woodside Ln, Westport

  
  

Friday, August 28

• Cruel Summer: a back-to-school concert featuring hits by Taylor Swift, Ariana Grande and more! 7:00 pm

  Westport Country Playhouse, 25 Powers Ct, Westport

  
  
• Join SWING Dance Class - Beginners Friendly! 6:30 pm

  Ballroom Elegance Dance Studio, 877 Post Rd E, Westport

  
  

Sunday, August 30

• Recycled Lines Back-to-school + End-of-summer Warehouse Sale 10:00 am

  Recycled Lines Warehouse, Patrick Dr, Fairfield

  
  

Tuesday, September 1

• All About White Oak, Connecticut's State Tree 7:00 pm

  Earthplace, 10 Woodside Ln, Westport

  
  

Wednesday, September 2

• Pick Your Own Bouquet 4:00 pm

  Earthplace, 10 Woodside Ln, Westport

  
  

Saturday, September 5

• Open House German School of Connecticut 10:00 am

  Rippowam Middle School, 381 High Ridge Rd, Stamford

  
  

Sunday, September 6

• Molly Tuttle in Concert 7:30 pm

  The Klein Memorial Auditorium, 910 Fairfield Ave, Bridgeport

  
  
• First Folk Sunday: The Two Johns - Denver and Prine 12:30 pm

  Saugatuck Rowing Club, 521 Riverside Ave, Westport

  
  

Monday, September 14

• Connecticut Ballet Center presents Creative Movement and Boys Ballet Classes 9:00 am

  Connecticut Ballet Center, 20 Acosta St, Stamford

  
  

Thursday, September 17

• Encaustic Collage with Leslie Giuliani 6:00 pm

  19 Newtown Turnpike, Westport

  
  

Friday, September 18

• MoCA\CT Sessions: Heida Hermanns International Piano Competition 2025 Winners Concert 7:00 pm

  MoCA\CT, 19 Newtown Turnpike, Westport

  
  

Saturday, September 19

• Community Volunteer Day 10:00 am

  Earthplace, 10 Woodside Ln, Westport

  
  
• Social Ballroom Dance Night 6:00 pm

  Ballroom Elegance Dance Studio, 877 Post Rd E, Westport

  
  

Sunday, September 20

• Hundreds to Gather in Westport on September 20 for Childhood Cancer Support 10:00 am

  Sherwood Island State Park, Sherwood Island Connector, Westport

  
  
• Pick Your Own Bouquet 3:00 pm

  Earthplace, 10 Woodside Ln, Westport

  
  

Wednesday, September 23

• AVON on Tour’s Steal This Story, Please! 6:00 pm

  MoCA\CT, 19 Newtown Turnpike, Westport

  
  

Sunday, September 27

• Bigelow Tea Community Challenge 8:00 am

  Wakeman Boys & Girls Club, 385 Center St, Fairfield

  
  

Saturday, October 3

• MoCA\CT Presents: Morgan James \ Soul Remains Tour 7:00 pm

  MoCA\CT, 19 Newtown Turnpike, Westport

  
  

Sunday, October 4

• Open House - PreK-12 1:00 pm

  King School, 1450 Newfield Ave, Stamford