2025 Fall Festivals in Connecticut

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A mother and daughter on a swing ride at a fall festival. It’s hard to believe it, but fall is knocking on our doors! Kids are back to school (parents rejoice), the sweaters come out of storage, it becomes acceptable to flavor everything with pumpkin spice, and the smell of turning leaves is all around us. Another aspect of my love for fall is the fun festivals in our surrounding Connecticut towns.

Check out this list for some of the most popular fall festivals going on during the months of September and October.

Berlin Fair – September 11-14

  • Berlin Fairgrounds, 430 Beckley Road, Berlin 
  • Thursday 4:00 p.m. – 10:00 p.m., Friday 11:00 a.m. – 10:00 p.m., Saturday 9:00 a.m. – 10:00 p.m., and Sunday 9:00 a.m. – 7:00 p.m.
  • $15 for adults, $10 for seniors and veterans, active military, and children 11 and under are free

Guilford Fair – September 19-21

  • Guilford Fairgrounds, Lovers Lane, Guilford
  • Friday: 4:00 p.m. – 11:00 p.m., Saturday: 9:00 a.m. – 11:00 p.m., Sunday: 9:00 a.m. – 7:00 p.m.
  • $10 for adults, $8 for seniors, veterans, and active military, and children under 11 are free

Seymour Pumpkin Festival – September 21

  • French Memorial Park 62 Spruce Street, Seymour, CT
  • Sunday: 10:00 a.m. – 5:00 p.m.

Durham Fair – September 25-28

  • Durham Fairgrounds, 70 Maple Avenue, Durham
  • Thursday: 4:00 p.m. – 10:00 p.m.; $10 for adults, active military, wheelchair attendees, and children under 11 are free
  • Friday: 9:00 a.m. – 10:00 p.m., Saturday: 9:00 a.m. – 10:00 p.m., Sunday: 9:00 a.m. – 6:00 p.m.; $18 for adults, $11 for seniors, active military, wheelchair attendees, and children under 11 are free
  • See the website for additional multi-day ticket options

Newtown Arts Festival – September 26-28

  • Fairfield Hills; Corner of Trades Lane & DG Beers Blvd., Newtown
  • Friday: 7:00 p.m. – 10:00 p.m. is Music Under The Stars
  • Saturday and Sunday: 11:00 a.m. – 5:00 p.m.
  • $5 for adults, $3 for children 6-12, children five and under are free

Southington Apple Harvest Festival October 3-5 & October 10-12

  • Southington Town Green, 75 Main Street, Southington
  • See the website for all hours and free admission

Portland Agricultural Fair October 3-5

  • 1348 Main Street, Portland
  • Friday 5:00 p.m. – 11:00 p.m., Saturday 10:30 a.m. – 10:00 p.m., and Sunday 10:30 a.m. – 6:00 p.m.
  • $10 for adults, $8 for seniors, active military, and children under ten are free

Did we miss any of your favorite fall festivals? Let us know!

“Life starts all over again when it gets crisp in the fall.” – F. Scott Fitzgerald

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