Boston is a foodie's paradise, and the town of Wellesley isn't too shabby either. One advantage to being in the upscale 'burbs is access to well-known restaurants. Also nearby, in the shopping center wastelands of Framingham and Natick, are chain restaurants, such as TGI Friday's and Chili's. The Ville has Thai, Italian, Asian fusion, and gourmet "truck stop" food down. Delivery isn't plentiful, and restaurants that cater to late-night munchies are few and far between, but there's no lack of places to take your parents.
Between Boston, Cambridge, and (with a little bit of driving) even the fishing communities of the Massachusetts coast, you can satisfy cravings for every imaginable food. So, if you've got the dough, you can sample everything from haute cuisine to fantastic greasy pizza.