When I worked at Wellesley College, my friends and I would often go down to Marino’s (now Belkin’s) Lookout Farm.
It’s a really nice place to take a break and look around the nice market they have inside:

In addition to their great house-made take out foods, they also have gelato, which on a summer day is real treat.  I believe this is also made here and they have a lot of flavors to choose from (dark chocolate is my favorite):

After getting a gelato, we’d go outside and get some shade under the grapevines and check out the animals in the barn.  It was always a great way to spend a lunch break.  There are not a lot of farms in the area (and none with gelato) so this was a real treat to have nearby.

I know they do a tremendous U-Pick business as well but I’ve never tried it out.  You can check out their U-Pick and other info at http://www.lookoutfarm.com/