Events and Things to Do in South Windsor, CT

Saturday, October 3

Featured

South Windsor Apple Fest 2026

OCT

3

9:00 AM

75 Brookfield St, South Windsor, CT

SAVE THE DATE: Saturday, 10/3/26 9a 9am-5pm Delicious fun for everyone! It is time once again for South Windsor’s annual free...

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Featured

11 Days: The Story of Operation Pineapple Express

OCT

3

7:00 PM

Madison, CT

Experience a powerful one-man, one-act play written and performed by Lt. Col. (Retired) Scott Mann, a U.S. Army Green Beret and...

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Sunday, October 4

Featured

The Homestead Celebrates Autumn with Special Autumn Decor

OCT

4

12:00 PM

Manchester, CT

The 1785 Cheney Homestead celebrates Autumn with guided tours and special autumnal floral decorations in each room that reflect...

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Friday, October 9

Featured

St Joseph Church $4000 Cash Prize Bingo

OCT

9

6:30 PM

St. Joseph Catholic Church, 33 West St, Vernon, CT

BINGO the 2nd Friday of Each Month Oct thru Feb!$4000 Cash Bingo - Friday Oct 9, 2026 $1000 Jackpot Guaranteed Last Game...

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Tuesday, October 13

Featured

Job Fair

OCT

13

9:00 AM

36 Firetown Rd, Simsbury, CT

JOIN OUR TEAM!Make a Difference. Be Part of the Governor’s House Family.ARK Healthcare & Rehabilitation at Governor’s House is...

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Saturday, October 3

• South Windsor Apple Fest 2026 9:00 am

  75 Brookfield St, South Windsor

  
  
• 11 Days: The Story of Operation Pineapple Express 7:00 pm

  Torp Theater in Davidson Hall, CCSU, New Britain

  
  
• South Windsor's Applefest 9:00 am

  75 Brookfield St, South Windsor

  
  
• South Windsor Apple Fest 9:00 am

  John Mitchell Fairgrounds, 75 Brookfield St, South Windsor, CT, 06074

  
  

Sunday, October 4

• The Homestead Celebrates Autumn with Special Autumn Decor 12:00 pm

  Cheney Homestead Museum

  
  
• Explore Historic Ferry Farm (c.1786) 1:00 pm

  Ferry Lane, Ferry Ln, South Windsor

  
  

Friday, October 9

• St Joseph Church $4000 Cash Prize Bingo 6:30 pm

  St. Joseph Catholic Church, 33 West St, Vernon

  
  
• Starry Nights in Nowashe Village 7:00 pm

  Nowashe Village, 787 Main St, South Windsor

  
  

Saturday, October 10

• Fall Fest 1:00 pm

  825 Hartford Turnpike, Vernon

  
  

Tuesday, October 13

• Job Fair 9:00 am

  36 Firetown Rd, Simsbury

  
  

Tuesday, October 20

• Post 133 meeting 7:00 pm

  150 Nevers Rd, South Windsor

  
  

Friday, October 23

• Free Community Dinner 4:00 pm

  Wapping Community Church, 1790 Ellington Rd, South Windsor

  
  

Saturday, October 24

• Murder Mystery Dinner! 6:00 pm

  The Mill on the River, 989 Ellington Rd, South Windsor

  
  

Sunday, October 25

• Take Note! A Cappella Ensemble Presents a Free Benefit Concert for Safe Net Ministries 3:00 pm

  Grace Episcopal Church, 7 Spring St, Stafford

  
  

Thursday, October 29

• Origins of Halloween 6:00 pm

  Connecticut Valley Brewing

  
  

Saturday, November 7

• Wapping Community Church Annual Craft Fair 9:00 am

  Wapping Community Church, 1790 Ellington Rd, South Windsor

  
  
• Wapping Community Church Annual Holiday Event 9:00 am

  1790 Ellington Rd, South Windsor

  
  

Sunday, November 8

• The Infinity Saxophone Quartet 4:30 pm

  Wood Memorial Library & Museum, 783 Main St, South Windsor

  
  

Wednesday, November 18

• Roots, Barks and Berries 6:00 pm

  Connecticut Valley Brewing Company, 765 Sullivan Ave, South Windsor

  
  

Saturday, November 21

• Holiday Hoopla Craft Fair 9:00 am

  South Windsor High School, 161 Nevers Rd, South Windsor