The main bar area features a long rectangular bar in the middle of the room underneath an ornate chandelier. The rest of the main floor is a labyrinth of smaller rooms, including a large piano bar with candlelit cocktail tables everywhere. The walls are done up in wood paneling and are decorated with abstract nudes, both painted and photographed. Sort of feels like you're walking around in some eccentric millionaire's mansion. This location is essentially one big room, with a bar that runs the entire length of the north wall and a floor filled with cocktail tables and a piano.
Gentry has an upscale piano bar vibe that attracts a fashionable clientele.
At both locations, the tunes come primarily from the piano players and singers who entertain seven nights a week. The lower level at Gentry on State features more contemporary music from the DVD system behind the bar, with the sounds accentuated by the room's numerous video monitors. When the piano bar at Gentry on Halsted is silent, which isn't often, the bartenders play material from singers like Peggy Lee, June Christy and even the Rat Pack. Lounge music rules at Gentry. Ashtrays are everywhere at both locations, so expect a noseful of cigarette smoke.