Boston:
Dali (actually in Somerville) Spanish. Best for smaller groups. Try Pulpo en su Tinto. Downside: small waiting/bar area and no reservations. Upside: small waiting/bar area (you get to know the other diners quickly while everyone quaffs the house sangria).
Doyle’s (Jamaica Plain). Old place off the beaten track, not a plastic paddy tourist trap. Agreeable food and good beer. Great atmosphere and steeped in history. A favorite amongst Boston pols.