I love Carlson Orchards in Harvard, Mass for apple picking. I went on a Saturday morning early in the season and had the whole orchard to myself practically.
I also got figs at a farm in Northborough, Mass (I forget the name.) They grow them there, which surprised me. They are delicious - very mellow in flavor and not too sweet.
I didn't go potato picking. I think it would be a totally oppressive bummer. Let's all put on ragged clothing, smudge our faces with dirt, and do it.