Ollie's Pizza

You open the wine list at Ollie's and it's refreshingly on-theme — no token Napa Cab trying to crash an Italian party. The list is short, deliberately Italian, and priced to match the room: a stylish-but-casual pizzeria where a $12 glass of Lambrusco feels exactly right. There's no pretension here, which is either charming or alarming depending on how much you care about your wine program having a pulse.

Eight to fifteen labels isn't a lot to work with, but Ollie's earns points by sticking to a regional logic that actually makes sense for wood-fired pies: Lambrusco, Montepulciano d'Abruzzo, Chianti, and a handful of Italian table wines doing exactly what they're supposed to do. The gap is transparency — producers aren't always legible on the menu, which means you're ordering by grape and region rather than by name. That's fine for casual Tuesday pizza, less fine if you want to know what you're actually drinking. There's no deep cellar here, no grower Champagne hiding in the back, but the Italian focus is coherent and the price ceiling of $68 a bottle keeps things grounded.

Four to six options by the glass, all in the $10–$14 range, which is honest pricing for the Hudson Valley market. The Lambrusco by the glass is the move — it's the kind of pour that makes a margherita pizza taste like a life decision you'd make again. Rotation appears minimal, so don't expect a new discovery every visit.