Events and Things to Do in Westport, CT

Saturday, September 5

Featured

Open House German School of Connecticut

SEP

5

10:00 AM

Rippowam Middle School, 381 High Ridge Rd, Stamford, CT

Welcome to the Open House event at the German School of CT, Stamford Campus! Join us at The German School of Connecticut, Inc....

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Featured

Labor Day Weekend Sale

SEP

5

12:00 PM

The Shack Bait & Tackle, 315 Turney Rd, Fairfield, CT

Stock up at for the rest of the season at The Shack Bait & Tackle's massive Labor Day sales event. Enjoy 10% off all fishing...

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Sunday, September 6

Featured

First Folk Sunday: The Two Johns - Denver and Prine

SEP

6

12:30 PM

Saugatuck Rowing Club, 521 Riverside Ave, Westport, CT

Experience an afternoon of classic folk music as Suzanne Sheridan and Dave Dersham pay tribute to the legendary John Denver and...

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Tuesday, September 8

Featured

September 8th/14th 2026 "Live" Virtual CT Real Estate Licensing Classes

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8

9:00 AM

Fairfield, CT

Realize your Real Estate Dreams! Get your CT Real Estate Salespersons license and start Living that Dream... AgentPrep (A Real...

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Wednesday, September 9

Featured

Complimentary Presentation - Wealth and Wellness: Balancing Financial, Physical, & Mental Well-Being

SEP

9

12:30 PM

Shelton-Derby, CT

Building a healthier life involves more than just physical wellness. In this complimentary seminar, you’ll learn how financial...

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Thursday, September 10

Featured

My Friend Abby's Shining Together Candlelight Vigil for Suicide Prevention

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10

6:00 PM

Trumbull, CT

Join us on World Suicide Prevention Day for My Friend Abby's 6th Annual Candlelight Vigil. This FREE community event brings us...

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Featured

From College List to Application Plan

SEP

10

7:00 PM

Westport, CT

Follow Barry, who has admission experience at the University of California Berkeley and the Oregon College of Art & Craft, as...

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Saturday, September 19

Featured

Jay Medal Soirée

SEP

19

5:30 PM

Jay Estate, 210 Boston Post Rd, Rye, NY

The Jay Heritage Center in Rye, New York will celebrate America at 250 with a toast to Jay Medal honorees Pulitzer...

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Saturday, September 5

• Open House German School of Connecticut 10:00 am

  Rippowam Middle School, 381 High Ridge Rd, Stamford

  
  
• Labor Day Weekend Sale 12:00 pm

  The Shack Bait & Tackle, 315 Turney Rd, Fairfield

  
  

Sunday, September 6

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

  Saugatuck Rowing Club, 521 Riverside Ave, Westport

  
  

Tuesday, September 8

• September 8th/14th 2026 "Live" Virtual CT Real Estate Licensing Classes 9:00 am

  September 8th/14th 2026 "Live" Virtual CT Real Estate Licensing Classes

  
  

Wednesday, September 9

• Complimentary Presentation - Wealth and Wellness: Balancing Financial, Physical, & Mental Well-Being 12:30 pm

  Online Event

  
  

Thursday, September 10

• My Friend Abby's Shining Together Candlelight Vigil for Suicide Prevention 6:00 pm

  Trumbull Town Green, Trumbull

  
  
• From College List to Application Plan 7:00 pm

  Online

  
  

Friday, September 11

• High Holiday Services with Congregation for Humanistic Judaism 7:30 pm
  
  

Saturday, September 12

• Root & Rise: A Pilates & Nature Experience with Earthplace 10:00 am

  Earthplace, 10 Woodside Ln, Westport

  
  
• Root & Rise: A Pilates and Nature Experience 10:00 am

  Earthplace, 10 Woodside Ln, Westport

  
  

Wednesday, September 16

• Complimentary Presentation - Reimagining Retirement 12:30 pm

  Online Event

  
  

Thursday, September 17

• "Celebrating Our Mentors," Women's Mentoring Network Annual Fundraiser 5:30 pm

  Indian Harbor Yacht Club, 710 Steamboat Rd, Greenwich

  
  
• 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

• Jay Medal Soirée 5:30 pm

  Jay Estate, 210 Boston Post Rd, Rye

  
  
• Community Volunteer Day 10:00 am

  Earthplace, 10 Woodside Ln, Westport

  
  
• Japanese Fall Festival 1:00 pm

  Jesup Green, 20 Jesup Rd, Westport

  
  
• Seed Collecting & Native Plant Propagation 1:30 pm

  Earthplace, 10 Woodside Ln, Westport

  
  
• Social Ballroom Dance Night 6:00 pm

  Ballroom Elegance Dance Studio, 877 Post Rd E, Westport

  
  
• Jay Stollman's Groovin' On Tour - Jamie Hulley Arts Foundation's Evening for the Arts Gala 6:30 pm

  Regina A. Quick Center for the Arts, 1073 N Benson Rd, Fairfield