Events and Things to Do in Seymour, CT

Thursday, October 1

Featured

LIVE WEBINAR: Building Your Child’s Independence: Executive Function Coaching at Home and at School

OCT

1

7:00 PM

Litchfield, CT

Any adult who has helped a learner—formally or informally—has access to two useful voices: a “Teacher Voice” that provides...

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Friday, October 2

Featured

Music Bingo - Free to Play!

OCT

2

6:30 PM

Twisted Vine Restaurant, 285 Main St, Derby, CT

Join us for our Music Bingo hosted by Hey Zippy Entertainment! Free to play! Three rounds, 80's Night, Freestyle, Hair Rock &...

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Featured

Freckle, The Musical

OCT

2

7:00 PM

Crystal Theatre, 66 Bayview Ave, Norwalk, CT

A pop-rock musical about a toxic marriage, career, family dynamics and identity crisis all colliding during a global shutdown....

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Sunday, October 4

Featured

Shelton Day 2026 – A Day of Family Fun, Food & Entertainment!

OCT

4

11:00 AM

38 Canal St E, Shelton, CT

Join us for Shelton Day 2026 on Sunday, October 4th from 11:00 AM to 5:00 PM at Veterans Memorial Park in Shelton! Bring the...

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Tuesday, October 6

Featured

The 6th Annual PowHERful Conversations: The Power of Reinvention

OCT

6

8:00 AM

Courtyard by Marriott Shelton, 780 Bridgeport Ave, Shelton, CT

Support women-owned businesses!!! The 6th Annual PowHERful Conversations: The Power of Reinvention, presented by the Women in...

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Thursday, October 1

• The Market by Key Food Soft Opening! 10:00 am

  200 Leavenworth Rd, Shelton

  
  
• LIVE WEBINAR: Building Your Child’s Independence: Executive Function Coaching at Home and at School 7:00 pm
  
  
• The Dangers of Artificial Intelligence for Our Children's Future 10:00 pm

  Spectrum Channel 192

  
  

Friday, October 2

• Music Bingo - Free to Play! 6:30 pm

  Twisted Vine Restaurant, 285 Main St, Derby

  
  
• Freckle, The Musical 7:00 pm

  Crystal Theatre, 66 Bayview Ave, Norwalk

  
  
• Pounding the Pavement for Pink Races

  Seymour

  
  

Sunday, October 4

• Shelton Day 2026 – A Day of Family Fun, Food & Entertainment! 11:00 am

  38 Canal St E, Shelton

  
  
• SJHS Fall Open House 2:00 pm

  St. Joseph High School, 2320 Huntington Turnpike, Trumbull

  
  

Monday, October 5

• Turning 65? Know Your Medicare Options 1:00 pm

  20 Pine St, Seymour

  
  

Tuesday, October 6

• The 6th Annual PowHERful Conversations: The Power of Reinvention 8:00 am

  Courtyard by Marriott Shelton, 780 Bridgeport Ave, Shelton

  
  
• Any Doctor. Any Hospital that accepts Medicare. Why people love Medicare Supplement Plans! 1:00 pm

  Orange Community Center, 525 Orange Center Rd, Orange

  
  

Wednesday, October 7

• Complimentary Presentation - Preparing for Taxes in Retirement 12:30 pm

  Online Event

  
  

Saturday, October 10

• Basket Bonanza 10:00 am

  Great Hill United Methodist Church, 225 Great Hill Rd, Seymour

  
  

Sunday, October 11

• Seymour Lions Club to Hold 57th Annual Benefit Car Show on Sunday, October 11, 2026 8:00 am

  36 Cogwheel Ln, Seymour

  
  
• 9th annual Pets in the Park Danbury 11:00 am

  Danbury Town Park, 36 E Hayestown Rd, Danbury

  
  

Wednesday, October 14

• Free College Admissions & Financial Aid Workshop 6:15 pm

  R.D. Scinto, 1 Corporate Dr, Shelton

  
  

Monday, October 19

• Aetna 2027 plans: the good, the bad, and what to ask. 6:30 pm

  St Ann Church, 501 Naugatuck Ave, Milford

  
  

Wednesday, October 21

• Another Medicare enrollment, more confusing plans. Let, Jim guide you. 6:30 pm

  Webinar - Aetna 2027 plans from your couch, live online.

  
  

Sunday, November 8

• PYC Auxiliary Annual Fall Festival 11:00 am

  Pequonnock Yacht Club, 98 S Water St, New Haven

  
  

Monday, November 16

• A new Medicare plan option has landed in Connecticut. Four ways to learn more. 6:00 pm

  Milford Senior Citizen Center, 9 Jepson Dr, Milford