10 farms within day-trip range of New York City offer pick-your-own pumpkins in Connecticut. The season typically runs September to October. The closest is Silverman's Farm in Easton, CT, about 1h 20m from Manhattan, and 7 of them are reachable without a car.
See these farms on the interactive map → · Full seasonal calendar
More guides: Pumpkin picking near NYC · Pumpkin picking in New York · Pumpkin picking in New Jersey
closest all-in-one orchard + petting zoo to NYC
apple picking reachable by Metro-North
old-fashioned organic pumpkin patch
berries plus a working winery
longest picking season on the shoreline
families with young kids
low-key family farm with great ice cream
biggest all-day agritourism destination
widest variety of U-pick crops
combining picking with a beach/Mystic day
Typically September to October in the NYC region; exact dates shift with the weather each year, so check the farm's picking report before you go.
Silverman's Farm in Easton, CT, about 1h 20m from Manhattan.
Yes: 7 of these 10 farms have a train/bus option. Look for the transit note on each farm's page.
