2019 Fall Festivals and Fairs in Connecticut


Festival season is fast approaching here in Connecticut! Check out this list for fall fairs and festivals across Connecticut.

Towns are listed in date order by county.

New Haven County

  • North Haven
    North Haven Fair
    September 5-8
    290 Washington Ave
  • Cheshire
    Cheshire Fall Festival
    September 14
    Bartlem Park
  • Guilford
    Guilford Fair
    September 20-22
    Lovers Lane
  • Orange
    Orange Country Fair
    September 21-22
    525 Orange Center Road
  • Seymour
    Seymour Pumpkin Festival
    September 22
    French Memorial Park
  • West Haven
    16th Annual Apple Festival
    September 27-29
    West Haven Green
  • Hamden
    20th Annual Fall Festival
    September 28
    Brooksvale Park

Hartford County

  • South Windsor
    Wapping Fair
    September 5 – 8
    75 Brookfield Street
  • Berlin
    Berlin Fair
    September 13-15
    430 Beckley Road
  • Southington
    Southington Apple Harvest Festival
    October 4-6
    Southington Town Green
  • Glastonbury
    Glastonbury Apple Harvest & Music Festival
    October 18-20
    Welles Street Riverfront Park
  • East Hartford
    Annual Fall Festival
    October 12
    Town Green

Middlesex County

  • Durham
    Durham Fair
    September 26-29
    24 Town House Road
  • Portland
    Portland Agricultural Fair
    October 4-6
    Exchange Club Grounds

Tolland County

  • Hebron
    Hebron Harvest Fair
    September 5-8
    Hebron Lions Fairground: 347 Gilead Street
  • Somers
    Four Town Fair
    September 12-15
    56 Egypt Road

Windham County

  • Willimantic
    Willimantic Downtown Country Fair
    September 28
    Jillson Square

Litchfield County

  • Bethlehem
    Bethlehem Fair
    September 6-8
    384 Main Street
  • Bethlehem
    Connecticut Garlic & Harvest Festival
    October 12-13
    Bethlehem Fairgrounds
  • Harwinton
    Harwinton Fair
    October 4-6
    150 Locust Road

New London County

  • Ledyard
    Ledyard Fair
    September 6-8
    740 Colonel Ledyard Highway

Fairfield County

  • Norwalk
    Norwalk Seaport Oyster Festival
    September 6-8
    Veteran’s Memorial Park, 38 Canal Street
  • Newtown
    44th Annual Ukrainian Festival
    September 15
    Paproski’s Castle Hill Farm Pumpkin Patch, 25 Sugar Lane
  • Westport
    New England Chowdafest
    October 6
    Sherwood Island State Park

Have the fall festival photo? Send them in for a chance to be on-air or online!

When can you expect peak fall foliage in Connecticut?

Do you know of a fall fair, festival, or other fall event that we missed? Email us at ReportIt@wtnh.com to let us know what town, the date and time, and where, and we’ll gladly add it to this list.

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