Chatterbox Pleasantville

  4.2 – 259 reviews   • Restaurant

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✔️Brunch ✔️Lunch ✔️Dinner ✔️Dine in ✔️Take out ✔️Delivery Chatterbox Pleasantville 10570

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Chatterbox – Pleasantville, NY

Discover Chatterbox Restaurant & Bar, where traditional Italian-American flavors meet a modern flair. Located in Pleasantville, New York, Chatterbox is a …

Chatterbox Restaurant & Bar (@chatterboxpleasantville) – Instagram

Where Friends Become Family Lunch, Dinner & Weekend Brunch @chatterboxnightlife KARAOKE at 9PM Every Thursday · Chatterbox Pleasantville Presents our 2nd BIEBER …

Chatterbox Pleasantville – Facebook

Take it from Vinny, the Bone-in Veal Scarpariello at Chatterbox is out of this Chatterbox Restaurant & Bar: 75 Cooley Street Pleasantville, New York 10570.

Reviews

Isabella Castillo
This place needs 10 stars – the food was absolutely amazing. I ordered the lobster ravioli and a cosmo for my beverage. The other people in my party got the escarole and a pizza, which they both really enjoyed. We went for the Super Bowl and had a great time. Our server was friendly, and everything came out in a timely manner. 10/10!
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M K
My girlfriend was dining here recently and during the clearing of the salad course, there was an accidental spill of oil that unfortunately went all over her jacket. Accidents happen, and that part was completely understood.

I do want to specifically call out the waiter, who was absolutely amazing. He immediately came over with napkins and dish soap and did everything he could to help clean it and make the situation better. His response and attitude were truly appreciated.

The only disappointment that evening was the lack of acknowledgment from manager at the time. He manager did not come to the table, and the only offer relayed was a cup of coffee — no apology or check-in, which felt a bit dismissive in the moment.

That said, I came back the following evening and spoke directly with the owner, and this is where the experience completely turned around. Without hesitation, the owner offered to replace the jacket entirely. No excuses, no pushback — just genuine care, accountability, and kindness.

That level of ownership speaks volumes. Very family-oriented, caring, and considerate. Going above and beyond like that is rare these days, and it absolutely earned our respect and continued support.

We will be back.
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Sabrina Valletta
Food was phenomenal! I was there on a Saturday night, so I know I’m about to sound like a grandma, but it was packed. Tables are very close together, and I felt a little like a sardine. That being said, I will definitely be back. The food and service were awesome. Don’t take my comments negatively about the crowds. Just keep in mind that if you want a quiet spot to chat and eat, this may not be the best choice on a Saturday. If you’re looking for a lively party scene for dinner, then this is the spot for you 100%.
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Colin Shorter
The food was superb and a fantastic addition to the pleasantville Italian selection available. Hands down some of the besy Italian we have had in some time. Restaurant was clean and tidy, and ambiance was good.

We are docking 1 star because the TVs in the bar area were a bit much for our liking, and bar staff was quiet loud then again we have been there during an off hour as we were the only guests at 430.
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Lara Gomez
Update 03.30.23
They clearly have a great staff because the food was just as good, if not better than last time! I posted pics of our favorites. I forgot to post a picture of the delicious Zeppolis which was a great way to end the meal. As we did last time… half of us brought food home because the portions are large enough for 2. I’m looking forward to lunch tomorrow
The karaoke continues to be good. Some of these people should definitely be hired for events they truly are that good!

What a great night to go. It was Karaoke night which I’m not usually a fan of but there were people with voices that should have contracts! Staff was friendly, portions were large. Enough leftover for lunch the following day.
They also have great outdoor seating and a bar that seemed pretty lovely. Great spot to meet with your friends or sihare a drink with co-workers.
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Lelia J.
Omg where to start! The food was amazing and there are sooooo many menu options to choose from you have no choice but to get back asap. A group of us recently visited and everyone was over the moon with their meals. I tried the lobster ravioli, bacon wrapped shrimp, mussels, spaghetti carbonara, and the fried Oreos with cannoli cream. Everything was out of this world!
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Brittany Gordon
Love, Love & Love. Really amazing service! Shout out to bartenders Mikey, Nick and Ian. Always exceptional service, quality delicious food, great atmosphere and adequate parking.
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Nikoleta Lisi
Very good food. The pizza was delicious, grilled calamari was excellent. The tuna sandwich was cooked to perfection. The bada bing sandwich was a bit in the dry side but the taste was there. The portions are huge. Very friendly staff. Excellent deserts.
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L P
Food was fantastic, from the penne alla vodka, to the brocoli side, to the olive oil used for the bread. As respectfully as possible, I was almost surprised by how good the food was, given the impressive rapidity of the service and the variety of the menu. A great find, a beautiful view of the sunset from our outdoor table, and staff was lovely as well.
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