Where To Go Pumpkin Picking in Southern New EnglandFinding a pumpkin in New England isn't all that hard. There are literally dozens (if not hundreds) of farms across Massachusetts and Rhode Island offering pumpkin picking each fall. But if you want the best pumpkin picking in your state, then Reader's Digest has some suggestions for you. Best U-Pick Pumpkin Patch in MassachusettsAccording to the reviews, people love Fletcher Farm in Southampton. Best U-Pick Pumpkin Patch in Rhode IslandMuch closer to the SouthCoast is Rhode Island's best offering according to Reader's Digest.