Chatterbox Pleasantville

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Chatterbox Pleasantville Traditional Italian-American Cuisine with a Modern Twist.

Tiles up, ladies and gents 🀄✨ Mah-Jongg Dinner & Open Play is coming to Chatterbox on Monday, October 19th, 6-9PM!6-7PM:...
10/07/2026

Tiles up, ladies and gents 🀄✨
Mah-Jongg Dinner & Open Play is coming to Chatterbox on Monday, October 19th, 6-9PM!
6-7PM: dinner & socializing 🍽️
7-9PM: open play 🀄

$60 per person includes your dinner choice of grilled chicken bruschetta, eggplant parmesan, or a grilled chicken entrée salad.

Tiles, racks and mats are provided, just bring your current NMJL card 🙌

Cash bar available 🍷

Limited to 28 players (7 tables of four), for players who already know how to play.

Advance payment and reservation required. 📲 Reserve through OpenTable (link in bio).

Parties of less than four must call the restaurant to reserve seating: 914-495-3900.

We’ll help match you with players!

📍 75 Cooley St, Pleasantville, NY

THURSDAY NIGHTS AT CHATTERBOX JUST GOT A MAJOR UPGRADE 🔥🎶We’ve been doing karaoke for years, and while we love it, we he...
05/18/2026

THURSDAY NIGHTS AT CHATTERBOX JUST GOT A MAJOR UPGRADE 🔥🎶

We’ve been doing karaoke for years, and while we love it, we heard you — Thursday nights deserve MORE. 💥

So here’s what’s happening this summer: We’re ALTERNATING THURSDAYS to give you TWO completely different vibes. 🙌

🎤 **KARAOKE THURSDAYS** — Your favorite sing-your-heart-out night is STILL HERE. Kicks off May 21 with bringing the music. Same energy, same fun.

🍸 **HANGOUT THURSDAYS** — THIS is the new addition. Launches May 28 with on the decks. Chill, laid-back vibes that can turn UP depending on the mood and the crowd. Whether you’re coming for dinner, drinks, or just to vibe — this is YOUR night. Music curated. Energy dialed in. No two Thursdays are the same.

🌟 **PLUS: LADIES, 2-FOR-1 CRAFT COCKTAILS 9-11PM BOTH NIGHTS.** 🍹

Chatterbox has always been the spot, and now Thursday nights are about to prove it. Whether you’re singing, sipping, or dancing — we’ve got you covered all summer long. ☀️

Mark your calendars. Tell your crew. This is the summer Thursday nights in Pleasantville level up. Let’s GO. 🔥

📍 Chatterbox | 75 Cooley St, Pleasantville, NY 10570
📞 914-495-3900

Chatterbox Pleasantville Presents our 2nd BIEBER FEVER BLACKOUT BRUNCH!🎉 Sunday March 1st at 12pm join us for brunch and...
02/16/2026

Chatterbox Pleasantville Presents our 2nd BIEBER FEVER BLACKOUT BRUNCH!🎉 Sunday March 1st at 12pm join us for brunch and beats by our in house DJ spinning nostalgic hits by Justin Bieber. Including a special food & drink menu - you don’t want to miss this 😊 Please call for reservations - 914 495 3900. Seats are limited.

Chatterbox Pleasantville Presents our 2nd BIEBER FEVER BLACKOUT BRUNCH!🎉 Sunday March 1st at 12pm join us for brunch and...
02/16/2026

Chatterbox Pleasantville Presents our 2nd BIEBER FEVER BLACKOUT BRUNCH!🎉 Sunday March 1st at 12pm join us for brunch and beats by our in house DJ @—— spinning nostalgic hits by Justin Bieber. Including a special food & drink menu - you don’t want to miss this 😊 Please call for reservations - 914 495 3900. Seats are limited.

Join us for a Galentines Day Brunch at Chatterbox on Sunday, February 8th! Celebrate the loves of your life with us - DJ...
01/09/2026

Join us for a Galentines Day Brunch at Chatterbox on Sunday, February 8th! Celebrate the loves of your life with us - DJ starts at noon. Don’t forget to reserve your spot at Chatterboxpleasantville.com 🌷💕🎶🕛

Join us for a Galentines Day Brunch at Chatterbox on Sunday, February 8th! Celebrate the loves of your life with us - DJ...
01/09/2026

Join us for a Galentines Day Brunch at Chatterbox on Sunday, February 8th! Celebrate the loves of your life with us - DJ starts at noon. Don't forget to reserve your spot at Chatterboxpleasantville.com 🌷💕🎶🕛

The DJ begins at 10 PM! Come celebrate New Year’s Eve with us, Make your dinner reservations now filling up quick.      ...
12/30/2025

The DJ begins at 10 PM! Come celebrate New Year’s Eve with us, Make your dinner reservations now filling up quick. Reservations are highly recommended and can be made at chatterboxpleasantville.com

11/16/2025
Wednesday November 26 with DJ  & DJ  of  Chatterbox Presents: Thanksgiving Eve See you at 10:30PM ✨
11/12/2025

Wednesday November 26 with DJ & DJ of

Chatterbox Presents: Thanksgiving Eve
See you at 10:30PM ✨

Save the Date 🎶🪩✨ Chatterbox Halloween Party Saturday November 1 at 10:30PM Costumes Encouraged Chatterboxpleasantville....
10/22/2025

Save the Date 🎶🪩✨ Chatterbox Halloween Party Saturday November 1 at 10:30PM

Costumes Encouraged

Chatterboxpleasantville.com for reservations

Westchester’s Premier location for Great Food, Great Cocktails, and amazing Nightlife

Join Us on the Dancefloor with beats from DJ and cocktails from and

Address

75 Cooley Street
Pleasantville, NY
10570

Opening Hours

Monday 11am - 10pm
Tuesday 11am - 10pm
Wednesday 11am - 10pm
Thursday 11am - 10pm
Friday 11am - 10pm
Saturday 11am - 10pm
Sunday 11am - 9pm

Telephone

+19144953900

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