Hi, late,
Good to hear from you again. The stretch of road I describe is actually after you come down the hill from Running Hill Road, over the Interstate, with the car dealership to your left. Before yesterday, I would go straight through, past Uno's, Weathervane, McDonald's, etc. down to the right turn to get to Hannaford's. Heavy traffic and potholes and cracks all over. (Probably not as bad on my hybrid than a road bike, but still unpleasant.)
My office used to be on Southborough Drive, across from Circuit City. The Cummings Road bridge over I-95 was extremely unpleasant, but OTOH, I didn't have to ride around the mall. Now I do, but the Running Hill Road bridge at least is much nicer - two lanes each way, and a small shoulder.