Strawberries are the first fruit available for the “pick your own” season in New England. June is strawberry season in New England, and nothing quite says summer's here like strawberry shortcake piled high with whipped cream and featuring ripe, juicy strawberries you plucked yourself at one of the region's pick-your-own farms. *As always, harvest Dates are approximations. Strawberry picking conditions change on a daily basis and the quality of the strawberries is affected by recent weather. Generally the June Bearing varieties produce larger fruits than Ever Bearing and Day Neutral varieties. Strawberries are the first fruit available for the “pick your own” season in New England. IOKA Valley Farm, 2018.