Needham, Massachusetts (a suburb fairly close to Boston) seems to have a surprising number of gluten free restaurant options for a town of its size. Options include:
Not Your Average Joes -- salad, chicken, fish
Rice Barn -- Thai restaurant with an extensive gluten free menu (although the menu isn't currently online)
Bertucci's -- part of a chain featuring Italian food -- no gf pizza or pasta, but a variety of other entrees and salads
Stone Hearth Pizza -- gf pizzas, pasta, salad and dessert
Wild Willy's Burgers -- burgers and grilled chicken on gf buns, ice cream and shakes, gf fries, Redbridge beer (gf menu not posted)
There is also the wonderful store A New Leaf in the heart of Needham Center, which has an enormous selection of gluten free food, including a lot of frozen items such as Udi's bread and Joan's Great Bakes bagels. The manager is extremely helpful, and if you are looking for a product that is not in stock, he will often be able to order it for you. Note that A New Leaf has three locations -- I don't know if the other two stores have as extensive a selection of gluten free options as the Needham store.