Events and Things to Do in Stratford, CT

Saturday, November 14

Featured

On the Trail Bluegrass and More Band (7:00pm) & Spaghetti Supper (5:30pm)

NOV

14

5:30 AM

Nichols United Methodist Church, 35 Shelton Rd, Trumbull, CT

Join us at Nichols United Methodist Church for a night of delicious food and wonderful music. The Spaghetti Supper (5:30) is in...

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Featured

St John’s Carpatho Russian Orthodox Church Christmas Fair

NOV

14

10:00 AM

364 Mill Hill Ave, Bridgeport, CT

St. John’s Carpatho Russian Orthodox Church will host its annual Christmas Fair on Saturday, November 14 from 10 AM-3 PM in the...

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Featured

Christmas Fair

NOV

14

10:00 AM

St. Matthew Church, 216 Scribner Ave, Norwalk, CT

St. Matthew Norwalk Christmas Fair Returns November 14–15, 2026 with Holiday Shopping, Santa and $10,000 Raffle The sights,...

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Featured

BENJI DAY! Tribus Milford, CT Pub Crawl!

NOV

14

11:30 AM

Milford, CT

HEAR YE! HEAR YE! BENJI DAY ROUTE. Saturday, November 14, we’re crawling through Milford with a horse-drawn carriage and $5...

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Wednesday, November 18

Featured

AI Is New. The Rules Aren't.

NOV

18

5:30 PM

Pullman & Comley, 850 Main St, Bridgeport, CT

Join the Bridgeport Tech Collective and Pullman & Comley, LLC for a free event focused on what every business needs to know...

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Friday, November 20

Featured

Homemade Holiday Fair

NOV

20

6:00 PM

First United Church of Christ, 34 W Main St, Milford, CT

First UCC Milford Welcomes the Community to Its Homemade Holiday Fair November 20–21 MILFORD, CT – The holiday season is right...

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Friday, December 4

Featured

B.I.N.G.O. and the Baldwin Center with Stratford Rotary Club

DEC

4

6:15 PM

Stratford Baldwin Center, 1000 W Broad St, Stratford, CT

STRATFORD ROTARY BINGO NIGHT 10 rounds of BINGO fun! $1,000 of prizes! Our amazing Bingo Callers that will keep you laughing...

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Friday, December 18

Featured

Cool Yule Holiday Dinner Dance with String of Pearls Big Band

DEC

18

6:00 PM

Casa Mia at the Hawthorne, 2421 Berlin Tpke, Berlin, CT

Join us for a fun evening of Big Band Swing and Great Food!  Appetizers, Gourmet Buffet Dinner, and Dancing All Night!  $65 per...

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Saturday, November 14

• On the Trail Bluegrass and More Band (7:00pm) & Spaghetti Supper (5:30pm) 5:30 am

  Nichols United Methodist Church, 35 Shelton Rd, Trumbull

  
  
• St John’s Carpatho Russian Orthodox Church Christmas Fair 10:00 am

  364 Mill Hill Ave, Bridgeport

  
  
• Christmas Fair 10:00 am

  St. Matthew Church, 216 Scribner Ave, Norwalk

  
  
• BENJI DAY! Tribus Milford, CT Pub Crawl! 11:30 am

  Milford

  
  

Monday, November 16

• Oil Painting Demo by Kathy Anderson 11:45 am

  Shelton Community Center, 41 Church St, Shelton, CT

  
  

Wednesday, November 18

• AI Is New. The Rules Aren't. 5:30 pm

  Pullman & Comley, 850 Main St, Bridgeport

  
  

Friday, November 20

• Homemade Holiday Fair 6:00 pm

  First United Church of Christ, 34 W Main St, Milford

  
  

Saturday, November 21

• Yacht Rock benefit concert w/Anchor Management for Swim Across the Sound 6:00 pm

  323 Fairfield Beach Rd, Fairfield

  
  
• Ooh Tra La La! A Night of Burlesque, Opera and Classical for Professor M's birthday 7:00 pm

  Artisan Stack Cafe, 281 Fairfield Ave, Bridgeport

  
  

Sunday, November 22

• Annual Community Thanksgiving Service 3:00 pm

  Holy Trinity Lutheran Church, 406 White Plains Rd, Trumbull

  
  

Sunday, November 29

• Festivus Holiday Bazaar 10:00 am

  Penfield Pavilion, 323 Fairfield Beach Rd, Fairfield, CT

  
  

Wednesday, December 2

• Complimentary Presentation - Caring for Aging Loved Ones: What to Consider 12:30 pm

  Online Event

  
  

Thursday, December 3

• Casino and Cocktails for a Cause 6:30 pm

  The Inn at Longshore, 260 Compo Rd S, Westport

  
  

Friday, December 4

• B.I.N.G.O. and the Baldwin Center with Stratford Rotary Club 6:15 pm

  Stratford Baldwin Center, 1000 W Broad St, Stratford

  
  

Saturday, December 5

• Saint Raphael Parish's 2026 Christmas Fair 9:00 am

  501 Naugatuck Ave, Milford

  
  
• Christmas Fair 9:00 am

  St. Joseph's, 1300 Stratford Rd, Stratford

  
  
• Holiday Craft Fair & Cookie Cafe 10:00 am

  Unitarian Universalist Church, 275 Huntington Rd, Stratford

  
  

Sunday, December 6

• Christmas Choral Concert 3:00 pm

  Stratford United Methodist Church, 2600 Main St, Stratford

  
  

Wednesday, December 16

• Complimentary Presentation - Thriving in the Sandwich Generation 12:30 pm

  Online Event

  
  

Friday, December 18

• Cool Yule Holiday Dinner Dance with String of Pearls Big Band 6:00 pm

  Casa Mia at the Hawthorne, 2421 Berlin Tpke, Berlin