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Fall 2026 Β· September through November

Fall 2026 with Grandkids in Fairfield County, CT

Apples, pumpkins, hayrides and fall festivals in Fairfield County, CT, picked for a day that works for grandparents as well as grandkids.

Before you go

  • Go on a weekday if you can. October weekends are the busiest days of the year at most farms.
  • Ask about wagons and hayrides. Orchards and patches are uneven ground, and a ride out to the field saves a long walk.
  • Check before you leave. What's ready to pick changes week to week, and rain can close a field.

Apples and cider

Pick-your-own orchards and cider mills. Early fall has the widest variety on the trees.

Silverman's Farm
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Photo: Google Maps
Farms & Pick-Your-OwnπŸ“ Easton, CT

Silverman's Farm

Pick-your-own apples, cider donuts & a 5-acre animal farm

Walk-in OKQuietShaded seating~ 2hrApples & pumpkins
4.5(694 Google)
πŸ“ž Call
Blue Jay Orchards
Photo 1 of 3
Photo: Google Maps
Farms & Pick-Your-OwnπŸ“ Bethel, CT

Blue Jay Orchards

122-acre orchard with 20+ apple varieties & hayrides

Walk-in OKQuietShaded seating~ 2hrApples & pumpkins
4.5(506 Google)
πŸ“ž Call
Beardsley's Cider Mill & Orchard
Photo 1 of 3
Photo: Google Maps
Farms & Pick-Your-OwnπŸ“ Shelton, CT
Apples & cider

Typical for this kind of place β€” not recorded for this venue. Usually about 2hr Β· Usually quiet

4.3(435 Google)
πŸ“ž Call

Pumpkin patches, hayrides and corn mazes

A hayride out to the patch saves a long walk across a bumpy field.

Jones Family Farms
Photo 1 of 2
Photo: Google Maps
Farms & Pick-Your-OwnπŸ“ Shelton, CT

Jones Family Farms

Strawberries, blueberries, pumpkins & hayrides since 1848

Walk-in OKQuiet~ 2hrPumpkins & hayrides
4.3(502 Google)
πŸ“ž Call
Castle Hill Farm Inc
Photo 1 of 3
Photo: Google Maps
Farms & Pick-Your-OwnπŸ“ Newtown, CT
Pumpkins & corn maze

Typical for this kind of place β€” not recorded for this venue. Usually about 2hr Β· Usually quiet

4.6(136 Google)
πŸ“ž Call
Sam Bridge Nursery & Greenhouses
Photo 1 of 3
Photo: Google Maps
Farms & Pick-Your-OwnπŸ“ Greenwich, CT
AccessiblePumpkin patch

Typical for this kind of place β€” not recorded for this venue. Usually about 2hr Β· Usually quiet

4.4(103 Google)
πŸ“ž Call

Fall guides for other counties

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