Events and Things to Do in Middletown, CT

Friday, August 28

Featured

Italian Festival 2026

AUG

28

5:00 PM

St. George Church, 33 Whitfield St, Guilford, CT

Celebrate the 12th Anniversary of this vibrant community festival featuring live music from Rich DiPalma, Jen & Tonic, and...

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Saturday, August 29

Featured

44th Annual WICC Greatest Bluefish Tournament on Earth with $25,000 Grand Prize

AUG

29

12:00 AM

Bridgeport, CT

The 44th Annual WICC Surfside Hotel Greatest Bluefish Tournament on Earth returns to Long Island Sound on Saturday, August 29,...

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Wednesday, August 26

• Alex P. Taylor, "Totally Nachrageous" 6:00 pm

  Wesleyan RJ Julia Bookstore, 413 Main St, Middletown

  
  

Thursday, August 27

• John Mills, "The Narrative of Primus" 6:00 pm

  Wesleyan RJ Julia Bookstore, 413 Main St, Middletown

  
  
• Improve Your Speaking Skills With Toastmasters 7:00 pm

  229 High St, Middletown

  
  

Friday, August 28

• Italian Festival 2026 5:00 pm

  St. George Church, 33 Whitfield St, Guilford

  
  
• Friday Night Live Music Series Featuring Bryan Titus at 1741 Pub & Grill 6:00 pm

  1741 Pub and Grill, 72 Lyman Rd, Middlefield

  
  
• Xfinity Presents: The Parent Trap ~ Free Outdoor Movie Night! 7:30 pm

  Lyman Orchards Apple Barrel Farm Market, 32 Reeds Gap Rd, Middlefield

  
  

Saturday, August 29

• 44th Annual WICC Greatest Bluefish Tournament on Earth with $25,000 Grand Prize 12:00 am

  Long Island Sound

  
  
• Multi-Family TAG SALE 9:00 am

  101 West St, Cromwell

  
  
• Oink & Om: Yoga Flow Class at Lyman Orchards 10:00 am

  Lyman Orchards Apple Barrel Farm Market, 32 Reeds Gap Rd, Middlefield

  
  
• Meet & Greet: Winnie-the-Pooh at Lyman Orchards! 10:00 am

  Lyman Orchards Apple Barrel Farm Market, 32 Reeds Gap Rd, Middlefield

  
  
• Philosophy Night 5:30 pm

  Wesleyan RJ Julia Bookstore, 413 Main St, Middletown

  
  

Sunday, August 30

• K9 Story Time with Officer Bodell and Bear 11:00 am

  Wesleyan RJ Julia Bookstore, 413 Main St, Middletown

  
  
• Burgers, Beer & Line Dancing: Line Dancing Under the Tent at 1741 Pub & Grill 5:00 pm

  1741 Pub and Grill, 72 Lyman Rd, Middlefield

  
  
• Mixtape Match at 1741 Pub & Grill 6:00 pm

  1741 Pub and Grill, 72 Lyman Rd, Middlefield

  
  

Tuesday, September 1

• 🎵 J. Edmond Live - Klekolo Sessions 7:00 pm

  Klekolo World Coffee, 181 Court St, Middletown

  
  

Wednesday, September 2

• Setback at 1741 Pub & Grill 6:00 pm

  1741 Pub and Grill, 72 Lyman Rd, Middlefield

  
  

Thursday, September 3

• 🎵 Shannon McMahon Live at Klekolo ⁠World Coffee 7:00 pm

  Klekolo World Coffee, 181 Court St, Middletown

  
  

Friday, September 4

• Dueling Pianos Under the Golf Tent at 1741 Pub & Grill 7:00 pm

  1741 Pub and Grill, 72 Lyman Rd, Middlefield

  
  

Saturday, September 5

• Notre Dame Church Gigantic Monthly Tag Sale 8:00 am

  272 Main Street, Durham, CT

  
  
• Corn Maze & Cider Donut Festival 10:00 am

  Lyman Orchards Apple Barrel Farm Market, 32 Reeds Gap Rd, Middlefield