Events and Things to Do in Wilton, 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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Saturday, September 12

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

  
  

Sunday, August 30

• 2026 Cannon Grange Agricultural Fair 10:00 am

  The Cannon Grange, 25 Cannon Rd, Wilton

  
  

Wednesday, September 2

• Music During The Revolution 7:00 pm

  Wilton Historical Society, 224 Danbury Rd, Wilton

  
  

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

  
  

Wednesday, September 9

• 'Free' Introduction to Modern Square Dancing Lesson 7:30 pm

  70 Ridgefield Rd, Wilton

  
  

Saturday, September 12

• 🍂 Fairfield Fall Mini Sessions 2026 at the Fairfield Audubon Society | Family Photography in Connec 9:00 am

  Connecticut Audubon Society, 2325 Burr St, Fairfield

  
  

Wednesday, September 16

• 'Free' Introduction to Modern Square Dancing 7:30 pm

  70 Ridgefield Road Wilton, CT

  
  

Saturday, September 19

• JESSE LEE UMC Semi-Annual Document Shredding Event 9:00 am

  Jesse Lee United Methodist Church, 25 Flat Rock Rd, Easton

  
  

Sunday, September 20

• Stewardship Sunday x Ask an Arborist with Wilton Land Trust 12:00 pm

  Abbott Lane, Abbott Ln, Wilton

  
  

Thursday, September 24

• From Wire Mills to Microchips: Wilton’s History of Technology 6:00 pm

  Wilton Historical Society, 224 Danbury Rd, Wilton

  
  

Saturday, September 26

• Lambert House Walking Tour 10:00 am

  150 Danbury Rd, Wilton

  
  
• 44th Annual Artisan Fair 10:00 pm

  First Church of Christ, 25 Cross Hwy, Redding

  
  

Wednesday, September 30

• Birds & Binoculars with Wilton Land Trust 8:00 am

  Schenck's Island, 202 Old Ridgefield Rd, Wilton

  
  

Saturday, October 3

• Colonial Tavern Night 6:00 pm

  Wilton Historical Society, 224 Danbury Rd, Wilton

  
  

Sunday, October 4

• All School Open House 11:00 am

  New Canaan Country School, 635 Frogtown Rd, New Canaan

  
  
• Open House - PreK-12 1:00 pm

  King School, 1450 Newfield Ave, Stamford