The Derby, Poughkeepsie

Although it's the self-proclaimed oldest restaurant and bar in Poughkeepsie, The Derby hasn't had any trouble adapting to the modern age. Live musicians and DJs frequently fill the old-school pub with upbeat tunes, which resound throughout spacious dining rooms that collectively seat up 125 diners. Cooks whip up tasty pub bites, such as brick-oven flatbreads topped with chipotle-barbecue chicken and mac 'n' cheese chock-full of smoked bacon and Maine lobster. The Derby even accommodates gluten-free patrons with their very own menu, which include bacon-wrapped shrimp and breadless french onion soup.