There’s an exhibition currently at the National Heritage Museum in Lexington called Night Road: Photographs of Diners by John D. Woolf. You can see an online portfolio of the exhibit in case you can’t get out to Lexington.
There are plenty of Worcester-area diners in the photos, but it’s not just pictures of diners: there are photos of the Owl Shop, Coney Island, and the Rustic Drive-In on Route 146, along with many other roadside attractions.
via Retro Roadmap