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    Kiosko's Deli & Pizza

    1.0 (1 review)
    Open 10:00 am - 10:00 pm

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    Gleason's - Pizza

    Gleason's

    3.8(230 reviews)
    0.1 mi
    $$

    Located right next door to the Paramount theater, Gleason's has a wicked cool vibe, yummy cocktails…read moreand good food. There's a big stage and fab lighting throughout...looks like a great place to enjoy some live entertainment. We went before a (Paramount) show and sampled the pizza, Brussels sprouts, wings and specialty cocktails. Our friends had pasta dishes that received rave reviews. Service was very friendly but since it was on the busy side, the food took a little while (which was totally fine since we had plenty of time before the show started). Really enjoyed my meal and I'll be sure to visit again.

    Tucked away under street level in downtown Peekskill is a little Italian restaurant called…read moreGleason's, and this little gem does not disappoint. We tend to follow the local cover band Run For Cover, and with them talking about this place on their podcast, we decided to make the drive from Connecticut to go see them play here. We came for the music, so I'll mention the stage first. I'd say there isn't a bad seat in the house, but there are. You can scoot your chair, though, so I'll say there isn't a bad table in the house. Acoustics are nice, and the stage lighting doesn't usually move around and shine directly into your retina. Table service keeps the food and drink coming so you don't miss a minute. Now, onto the food. Their pizzas are made from scratch with their house-made sourdough starter, and it sounds like they do a better job of keeping it healthy than I do. (I wonder if I can take some home. I should ask next time.) The result is a pizza crust that is light and airy, but is dense enough to provide what The Sporkful calls "toothsinkability." They don't put the kitchen sink on their pizzas, so don't expect the crust to flop over the entire time you're holding your slice. There are plenty of special pizzas, or you can build your own. Each one has a fully-cooked but not burnt crust, pretty close to the classic New York style that's an hour south. It's hard to resist a good pizza, so we haven't tried too much of the rest of the menu. Our forays into the appetizer section have been great, and the dishes I see pass by all give my eyeballs a feast. The craft beer selection is a little thin, with a list of five or six regional ones scrawled in chalk on one wall. Still, if you like IPA's, lagers, or ales, you should find at least one you'll like. Street parking can be a pain, but there is a parking garage a few blocks away that's free at night. EV owners, you'll have to fight over a double-corded L2 ChargePoint station around the corner. (Get with the times, Peekskill!) Fortunately, I think it's free for the first few hours, so consider yourself lucky to get a plug!

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    Gleason's - Run For Cover playing on the main stage.

    Run For Cover playing on the main stage.

    Gleason's - Brussels sprouts with goat cheese and hot honey

    Brussels sprouts with goat cheese and hot honey

    Gleason's - Herb Moscow Mule

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    Herb Moscow Mule

    Kiosko's Deli & Pizza - pastashops - Updated May 2026

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