Events and Things to Do in Wallingford, CT

Sunday, October 25

Featured

Jay Day - Fall Family Festival

OCT

25

11:00 AM

Jay Estate, 210 Boston Post Rd, Rye, NY

Jay Day is our classic fall family festival held annually at the 23-acre award-winning Jay Estate with offerings for everyone!...

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Thursday, October 29

Featured

Brightpath Wallingford Not-So-Spooky Open House Night!

OCT

29

4:00 PM

Brightpath Wallingford, 15 N Plains Industrial Rd, Wallingford, CT

Join us for a free, fun-filled family event featuring crafts, snacks, a pumpkin contest, and Ali the Balloon Artist! Guests are...

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Saturday, November 7

Featured

Holiday Arts and Crafts Fair 2026

NOV

7

9:00 AM

238 Washington St, Wallingford, CT

Join us at the Holiday Arts and Crafts Fair 2026 for a spectacular day of festive fun! Discover over 40 incredible vendors,...

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Sunday, October 25

• Jay Day - Fall Family Festival 11:00 am

  Jay Estate, 210 Boston Post Rd, Rye

  
  
• Pick For Pink: Middlesex Health Comprehensive Breast Center Fundraiser at Lyman Orchards 9:00 am

  Lyman Orchards Pick Your Own, Powder Hill Rd, Middlefield

  
  
• Halloween Sunday Brunch at 1741 Pub & Grill 10:00 am

  1741 Pub and Grill, 72 Lyman Rd, Middlefield

  
  
• Activities: Horse-Drawn Wagon Rides, Animals & Trackless Train 10:00 am

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

  
  
• 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

  
  
• The Orchard Trials: Haunted House at Lyman Orchards 7:00 pm

  105 South St, Middlefield

  
  

Monday, October 26

• Mixtape Match 6:15 pm

  Sliders, 950 Yale Ave, Wallingford

  
  
• 146th Annual WPLA Meeting: "In Ghostly Japan" 7:00 pm

  Wallingford Public Library, 200 N Main St, Wallingford

  
  

Tuesday, October 27

• Bats of Connecticut 7:00 pm

  Wallingford Public Library, 200 N Main St, Wallingford

  
  

Thursday, October 29

• Brightpath Wallingford Not-So-Spooky Open House Night! 4:00 pm

  Brightpath Wallingford, 15 N Plains Industrial Rd, Wallingford

  
  
• Community Meeting: What is Affordable Housing? 6:00 pm

  Wallingford Public Library Community Room

  
  

Friday, October 30

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

  1741 Pub and Grill, 72 Lyman Rd, Middlefield

  
  
• The Orchard Trials: Haunted House at Lyman Orchards 7:00 pm

  105 South St, Middlefield

  
  

Saturday, October 31

• Lyman Orchards Pie Run 7:00 am

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

  
  
• Lyman Orchards Pie Run: Kids Run, 5K and 5 Mile 8:00 am

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

  
  
• Pick For Pink: Middlesex Health Comprehensive Center Fundraiser at Lyman Orchards 9:00 am

  Lyman Orchards Pick Your Own, Powder Hill Rd, Middlefield

  
  
• Halloween Family Fun Day 10:00 am

  61 N Plains Industrial Rd, Wallingford

  
  
• Halloween Brew Maze at Lyman Orchards Corn Maze 6:30 pm

  Lyman Orchards Corn Maze, 32 Reeds Gap Rd, Middlefield

  
  
• The Orchard Trials: Haunted House at Lyman Orchards 7:00 pm

  105 South St, Middlefield