Chatterbox Pleasantville: Premier Italian Dining in Westchester, NY

Chatterbox Pleasantville Introduce

Welcome to our in-depth guide to one of Westchester County's favorite Italian dining destinations: **Chatterbox Pleasantville**. For New Yorkers looking for a fantastic meal north of the city, this lively spot offers a compelling combination of classic Italian fare, a buzzing social atmosphere, and high-quality drinks. Located right in the charming village of Pleasantville, Chatterbox has established itself as a go-to for locals and visitors alike seeking an authentic and memorable dining experience.

## Introduction / Overview

**Chatterbox Pleasantville** isn't just a place to eat; it's a vibrant Italian culinary experience rooted in the heart of Westchester. Categorized as a **Restaurant** and, more specifically, an **Italian restaurant**, it brings the rich, comforting flavors of Italy to the New York region. This establishment is widely known for its dynamic atmosphere and its commitment to serving fresh, delicious food—a combination that has earned it a loyal following. The menu is expansive, covering everything from gourmet pizzas and signature salads to classic Italian entrees, ensuring there's a dish to satisfy any craving. Whether you’re stopping in for a quick lunch or planning a lively dinner with a group, Chatterbox Pleasantville provides a cozy, yet trendy, setting perfect for social gatherings. Customers frequently praise the quality of the food and the energetic environment, noting that while it can be lively—especially on a Saturday night—the superb service and phenomenal food make it an essential stop for great Italian dining in New York.

The restaurant proudly features a diverse array of menu options, highlighting their commitment to comfort food executed with excellence. From the impressive list of appetizers like **Pulpo Ala Chatterbox** and various takes on meatballs, to an extensive list of pasta, chicken, and veal dishes, every plate promises an authentic taste. They also have an exciting lunch menu with specialty wedges and burgers, making it a versatile destination for any time of day.

## Location and Accessibility

Conveniently situated in the beautiful village of Pleasantville, New York, **Chatterbox Pleasantville** is an accessible and easy-to-find spot in Westchester County. The exact location is:

**75 Cooley St, Pleasantville, NY 10570, USA**

The location offers excellent accessibility features, ensuring that it is welcoming to all patrons. For those driving, the restaurant provides both a **free parking lot** and **free street parking**, which is a significant amenity in the New York area.

Furthermore, Chatterbox Pleasantville has made strides to be fully accessible, including:

Accessibility Features:

**Wheelchair accessible entrance**
**Wheelchair accessible parking lot**
**Wheelchair accessible restroom**
**Wheelchair accessible seating**

Its location on Cooley Street places it perfectly for local Westchester residents and is just a short trip for those coming from other parts of the New York metropolitan area looking for high-quality Italian food outside of the city hustle.

## Services Offered

Chatterbox Pleasantville offers a comprehensive set of services to accommodate various dining needs and preferences for the New York community:

**Dining Options**: Enjoy **Brunch, Lunch, and Dinner** services, with flexible seating and **table service**.
**Reservations**: **Accepts reservations**, and **dinner reservations are recommended**, especially given the restaurant's popularity and tendency to be a lively, crowded spot on weekends.
**Takeout and Dine-in**: Patrons have the choice of enjoying their meal **dine-in** within the cozy and trendy atmosphere or utilizing **takeout** for a quality meal at home.
**Outdoor Seating**: Provides **outdoor seating** for those who prefer an al fresco dining experience when the weather is nice.
**Catering**: Offers **Catering** services, perfect for events and gatherings in the Westchester area.
**Payment Flexibility**: Accepts various modern payment methods, including all major **Credit cards**, **Debit cards**, and **NFC mobile payments**.
**Child-Friendly Amenities**: Ensures a comfortable experience for families by providing **High chairs** for children.

## Features / Highlights

What truly sets Chatterbox Pleasantville apart and makes it a favorite among New Yorkers are its stand-out features:

**Fast Service**: Customers consistently highlight the **fast service**, ensuring a prompt and efficient dining experience, even when the restaurant is busy.
**Exceptional Beverage Program**: Boasts a **Great beer selection**, **Great cocktails**, and an impressive **Great wine list**, with **Happy hour drinks** available, appealing to those seeking quality alcoholic offerings.
**Dessert Focus**: Known for **Great dessert** options, including favorites like **Tiramisu**, **Cannoli**, and unique items like a **Nutella Pizza** and a **Fried Oreo Martini**.
**Diverse Italian Offerings**: The menu excels with authentic **Comfort food**, creative **Small plates** (Appetizers), and a variety of delicious items, including:
- Specialty Pizzas: Options like **Fig And Goat Cheese Pizza** and **Cheese Pizza Ala Vodka**.
- Signature Pasta: Dishes such as **Linguini Con Vongle** and **Lobster Ravioli**.
- Gourmet Meats and Fish: Features include **Blackened Salmon**, **NY Strip Steak**, and **Bone-In Veal Capricosa**.
**Vibrant Atmosphere**: The environment is described as **Casual, Cozy, and Trendy**, creating a lively and engaging spot that is highly popular for **Groups** and **Solo dining** alike.
**Serves Local Specialty**: Demonstrates a commitment to regional flair by actively **Serves local specialty** items.

## Contact Information

For reservations, inquiries, or placing a takeout order, you can contact **Chatterbox Pleasantville** using the following details:

**Address**: 75 Cooley St, Pleasantville, NY 10570, USA
**Phone**: (914) 495-3900
**Mobile Phone**: +1 914-495-3900

## What is Worth Choosing

For residents and visitors in the New York area, choosing **Chatterbox Pleasantville** is an excellent decision for several compelling reasons. It delivers a high-quality Italian dining experience that transcends the standard neighborhood Italian restaurant.

**A Destination for Quality Italian Classics:** The menu is a testament to authentic Italian cooking, with a modern twist. While you can find essential classics like **Chicken Parm** and **Penne Ala Vodka**, you can also explore more creative, house-specialty dishes such as the **Chicken Ala Chatterbox**, **Pulpo Ala Chatterbox**, and a robust selection of bone-in veal preparations, which speak to a higher-end dining experience. The commitment to fresh ingredients is evident, with all to-go salads, for example, being served with dressing on the side to maintain quality.

**The Perfect Balance of Energy and Comfort:** Unlike quiet, formal dining establishments, Chatterbox offers an atmosphere that is both cozy and energetic—it's a place where conversation flows as freely as the excellent wine list. It's a lively spot, often described as having a "party scene" energy on weekend nights, making it ideal for groups or anyone looking for a dynamic evening out. This makes it a perfect date night spot or a celebratory dinner venue where a bustling crowd is part of the fun.

**Unmatched Beverage and Dessert Program:** The restaurant doesn't just focus on the main course. Its dedication to a full-spectrum dining experience is clear in its beverage and dessert offerings. With a dedicated bar onsite, a great selection of **Cocktails** and wine, and a dessert list that goes far beyond the basics (featuring unique choices like **Fried Oreo Martini** and specialty sorbets), it provides a complete culinary journey from appetizer to after-dinner treat.

In short, Chatterbox Pleasantville is worth choosing because it provides **phenomenal food**, **awesome service**, and a **lively, engaging atmosphere** in an easily accessible Westchester location. Whether you are looking for comfort food, a celebratory dinner, or just a place with great drinks and a buzz, this Italian gem is a must-try in the New York region.

Chatterbox Pleasantville Food & drink

Salad
All to go salad orders are served with dressing on the side.
House Salad $14.00
Romaine and iceberg lettuce, red onion, cherry tomatoes and gaetta olives. Served with traditional house dressing.
Ceasar Salad $16.00
Romaine Lettuce topped with shaved parmigiano-reggiano cheese and croutons. Served with house-made caesar dressing.
Berry And Goat Cheese Salad $18.00
Fresh blueberries and strawberries, served with dried figs and goat cheese on a bed of mixed greens. Topped with a house-made raspberry vinaigrette and balsamic demi-glaze drizzle.
Deanna Salad $18.00
Avocado, pistachios, craisins, gorgonzola cheese, glazed walnuts and shaved parmigiano-reggiano cheese served on a bed of mixed greens. Served with a house-made champagne vinaigrette.
Tri-Color Salad $16.00
Radicchio, endive and arugala topped with red onion and served with our house dressing.
Burrata $22.00
Served on a bed of tomatoes and prosciutto di parma with a home-made crostini and mixed roasted peppers. Topped with olive oil and a balsamic demi-glaze drizzle.

Pizza
Cheese Pizza $20.00
Traditional cheese pie on a red sauce base.
Margherita Pizza $22.00
Fresh tomatoes (Option: Italian style), basil and mozzarella cheese on a bed of tomato sauce.
Cheese Pizza Ala Vodka $22.00
Traditional cheese pie with a vodka base.
Meat Lovers Pizza $25.00
Traditional cheese pie topped with pepperoni, crumbled sausage proscuitto di parma and meatballs. Please note: Our meatballs are NOT gluten free.
Chicken Scarpariello Pizza $24.00
Chicken, hot and sweet peppers and crumbled sausage doused in homemade scarpriello sauce and served on a thin crust base.
Chicken Bacon Ranch Pizza $24.00
A local favorite, this pizza is exactly what it sounds like! Trust us, you'll love it.
Buffalo Chicken Pizza $24.00
Chunks of chicken breast tossed in buffalo sauce and served on our thin crust base. Topped with mozzerella cheese and choice of ranch or blue cheese.
Fig And Goat Cheese Pizza $26.00
Fresh figs, pancetta, goat cheese and arugala on a pesto base. Drizzled with homemade truffle honey.
Bianca Pizza $24.00
Fresh arugala, proscuitto di parma and ricotta on a white base.
Tartufo Pizza $24.00
Fresh ricotta, mozzarella and parmigiano-reggiano cheese. Topped with sauteed spinach and mushrooms and drizzled with truffle oil. Served on a white base.

Appetizers
Hot Antipasto $26.00
(2) Baked clams, (1) eggplant ala pisa, (1) stuffed mushroom, (2) shrimp oreganata, (3) baby artichokes and (1) stuffed pepper in a scampi sauce.
Fried Calamari $22.00
Served traditionally with marinara sauce on the side or tossed in arabiatta sauce, your choice!
Grilled Calamari $22.00
Served traditionally with olive oil and balsamic vinegar or tossed in arabiatta sauce, your choice!
Pulpo Ala Chatterbox $26.00
Grilled octopus served on a bed of arugala, gaetta olives, cilantro, red onion and cherry tomatoes. Wrapped in a thin cucumber garnish.
Baked Clams $22.00
(7) Chopped, breaded and served in a scampi base.
Meatballs Ala Nonna $18.00
(4) Homemade meatballs smothered in ricotta and topped in Nonna's homemade tomato sauce with a sprinkle of parmigiano-reggiano cheese.
Meatballs Enrico $20.00
(4) Homemade meatballs topped with scarpariello sauce.
Eggplant Ala Pisa $20.00
Layers of fried eggplant and melted, fresh mozzarella cheese in your choice of sauce.
Long Hot Peppers $16.00
Tossed in garlic and oil.
Shishito Peppers $16.00
Breaded and tossed in garlic and oil.
Garlic Bread $10.00
Served traditionally.
Garlic Bread Ala Chatterbox $16.00
Traditional garlic bread topped with sauteed spinach, tomato and melted cheese. Finished with bacon crumbles.
Stuffed Portobello Mushroom $22.00
Bacon Wrapped Shrimp $28.00

Pasta
Cavatelli With Broccoli Rabe Sausage $26.00
Cavatelli served with chopped broccoli rabe and sausage in a garlic and oil base.
Linguini Con Vongle $30.00
Linguini topped with whole clams in your choice of sauce.
Pasta Ala Cugine $34.00
Angel hair topped with slices of fried chicken cutlet in a vodka sauce base. Finished with a burrata.
Angel Hair Primavera $24.00
Angel hair topped with julienned mixed vegetables in your choice of sauce.
Penne Ala Vodka $24.00
Served traditionally. Our homemade vodka sauce does not contain bacon or pancetta*.
Rigatoni Melezagna $26.00
Rigatoni topped with chopped, sauteed spinach and eggplant, carmelized onions and fresh mozzarella chunks in your choice of sauce.
Papparadelle Ragu $26.00
Celery, carrot, garlic and prime ground beef topped with red wine and a touch of cream. Served over homemade papparadelle.
Cheese Ravioli
Topped with marinara sauce.
Spaghetti And Meatballs $24.00
Spicy Rigatoni With Sausage And Mozzarella $30.00
Linguini Ala Chatterbox $32.00
Lobster Ravioli $30.00
Linguini And Shrimp $32.00

Italian Classics
Chicken Parm
Fried Chicken cutlet smothered in marinara sauce and fresh, melted mozzarella cheese. Served with your choice of pasta in marinara sauce.
Chicken Parm Ala Vodka
Fried Chicken cutlet smothered in vodka sauce and fresh, melted mozzarella cheese. Served with your choice of pasta in vodka sauce.
Eggplant Parm
Sliced Eggplant smothered in marinara sauce and fresh, melted mozzarella cheese. Served with your choice of pasta in marinara sauce.
Eggplant Parm Ala Vodka
Chicken Francese
Pounded chicken, floured and sauteed in a lemon white wine sauce. Served with your choice of pasta on the side.
Filet Of Sole Francese
Filet of Sole, floured and sauteed in a lemon white wine sauce. Served with your choice of pasta on the side.
Shrimp Parm Over
(6) Breaded jumbo shrimp served over your choice of pasta topped with marinara sauce and fresh, melted mozzarella cheese.
Shrimp Scampi Over
(6) Jumbo shrimp served over your choice of pasta topped in our signature scampi sauce.
Shrimp Francese Over
(6) Floured jumbo shrimp served over your choice of pasta topped in our signature lemon white wine sauce.
Shrimp Oreganata Over
(6) Breaded jumbo shrimp served over your choice of pasta topped in our signature scampi sauce.

Chicken
Chicken Scarapriello
Your choice of bone-in or boneless chicken served with sausage, sliced potatoes and hot and sweet peppers in our signature scarpriello sauce.
Chicken Martini $30.00
Pounded chicken with a parmesan crust in a lemon white wine sauce. Served with mashed potatoes and spinach.
Chicken Ala Pasquale $30.00
Grilled chicken served on a bed of broccoli rabe and topped with long hot peppers. Garlic and oil base.
Chicken Ala Chatterbox $38.00
Breaded chicken rollantini stuffed with crumbled sausage, chopped broccoli rabe and melted mozzarella cheese in a marsala sauce base. Served with a side of mashed potatoes.
Chicken Ala Guiseppe $30.00
Fried chicken cutlet topped with fresh slices of mozzarella cheese and mixed peppers with a balsamic demi-glaze drizzle.
Chicken Bruschetta $28.00
Fried chicken cutlet topped with a tomato and red onion bruschetta. Finished with chunks of fresh mozzarella and a a balsamic demi-glaze drizzle.
Baked Chicken Cutlet With Escarole And Beans $32.00
Breaded and baked chicken cutlet topped with escarole and beans.
Chicken Marsala Over Mushroom Risotto $32.00
Our signature marsala dish, with a twist! Pounded chicken topped with mushrooms served on a bed of homemade mushroom risotto. Topped with marsala sauce.
Chicken Cacciatore $32.00
A mixture of bone-in chicken, mushrooms, onions and marinara sauce. Topped with sliced potatoes.
Buona Sera Chicken $38.00

Meat and Fish
Blackened Salmon $36.00
Cooked to perfection and served on a bed of sauteed broccoli rabe.
Stuffed Filet Of Sole $42.00
Filet of sole stuffed with fresh crab meat, baby shrimp and scallops. Served on a bed of broccoli rabe and topped with our scampi sauce.
Grilled Tuna $42.00
Wild-caught tuna, cooked to your liking. Served with homemade cous cous and a side of mango salsa.
Seafood Risotto $42.00
Mussels, whole clams, jumbo shrimp, scallops and risotto. Served in an acorn squash and topped with a brandy cream sauce.
Bone-In Veal Capricosa $52.00
Bone-In Veal Parm
Bone-In Veal Parm Ala Vodka
Bone-In Veal Marsala $52.00
Bone-In Veal Martini $52.00
Pounded bone-in veal; crusted in parmesan cheese and topped with lemon, white wine sauce.
Bone-In Veal Francese
Bone-In Fried Veal Scarpariello $52.00
Veal Osso Bucco $52.00
NY Strip Steak $58.00
Potato Crusted Halibut $42.00
Filet Of Sole Marechiara $40.00
Pork Chops $38.00

Sides
Side House Salad $10.00
Side Broccoli Rabe $12.00
Sauteed in garlic and oil.
Side Spinach $10.00
Sauteed in garlic and oil.
Side Escarole And Beans $14.00
Side Broccoli $10.00
Sauteed in garlic and oil.
Side Loaded Sliced Potatoes $14.00
Crispy, sliced potatoes doused in scarpariello sauce.
Side Roasted Potatoes $12.00
Tossed in rosemary and olive oil.
Side Potato Croquette $10.00
Homemade mashed potato and melted mozzerella/parmigiano-reggiano inside, deep fried on the outside!
Side Pasta

Dessert
Fried Zeppoles
(4) Homemade, hand-cut dough, deep fried served plain with powdered sugar or with your choice of stuffing.
Nutella Pizza $20.00
Thin pizza crust topped with nutella, sliced strawberries and powdered sugar.
Waffle With Ice Cream $16.00
Belgian waffle served with vanilla ice cream and chocolate sauce.
Cannoli $12.00
Homemade. Served traditionally.
Tiramisu $12.00
Homemade. Served traditionally.
Chocolate Lava Cake $12.00
Homemade melted chocolate inside and chocolate cake outside. Topped with vanilla ice cream.
Italian Cheesecake $12.00
Ricotta base. Served traditionally.
Tres Leches Cake $12.00
Homemade. Served traditionally.
Fried Oreo Martini $16.00
Lemon Sorbet $12.00
Orange Sorbet $12.00
Coconut Sorbet $12.00
NY Cheesecake $12.00
Carrot Cake $12.00
Apple Strudel $14.00
Homemade Brownie $12.00
Churros $14.00

Kids
Kids Mac And Cheese $14.00
Kids Pasta
Kids Cheese Ravioli $15.00
Kids Chicken Fingers With French Fries $14.00
Kids Burger With French Fries $16.00
Kids Penne Ala Vodka $14.00

Lunch
The Bada Bing $22.00
Chicken cutlet, fresh mozzarella, roasted red peppers drizzled with balsamic glaze and served on a wedge. Choice of sliced potatoes, french fries or a side salad.
Chicken Parm Wedge $20.00
Breaded chicken cutlet topped with marinara sauce and melted mozzarella cheese. Served on a wedge with your choice of sliced potatoes, french fries or side salad.
The Pleasantville Parm Wedge $20.00
Breaded chicken cutlet topped with vodka sauce and melted mozzarella cheese. Served on a wedge with your choice of sliced potatoes, french fries or side salad.
Eggplant Parm Wedge $20.00
Breaded Eggplant topped with marinara sauce and melted mozzarella cheese. Served on a wedge with your choice of sliced potatoes, french fries or side salad.
The Westchester Wedge $22.00
Chicken cutlet, broccoli rabe and fresh mozzarella on a wedge with your choice of slice potatoes, french fries or side salad.
Meatball Parm Wedge $20.00
Homemade meatballs topped with marinara sauce and melted mozzarella cheese. Served on a wedge with your choice of sliced potatoes, french fries or side salad.
Not Your Mother’s Meatball Wedge $22.00
Meatballs Enrico, on a wedge! Choice of sliced potatoes, french fries or side salad.
Chatterbox Special Wedge $22.00
Fried Eggplant, Procuito, Melted Mozzarella, Balsamic Glaze
Sausage And Peppers Wedge $20.00
Sausage, peppers and onions smothered in your choice of sauce and served on a wedge. Choice of sliced potatoes, french fries or house salad.
Tuna Wedge $20.00
Tuna salad, celery, red onion and mayo served on a wedge. Choice of slice potatoes, french fries or side salad.
Buffalo Chicken Wrap $18.00
Chicken, lettuce, tomatoes, red onions, and buffalo sauce choice of ranch/blue cheese.
California Wrap $18.00
Chicken, avocado, colby jack cheese, lettuce, tomatoes, ranch dressing
Veggie Wrap $18.00
Grilled eggplant, yellow squash, mushrooms, onions and fresh mozzarella
Cajun Chicken Wrap $18.00
Grilled cajun chicken, avocado, bacon black beans, lettuce, tomato, chipotle mayo
Dealer's Choice Burger $18.00
Build your own burger. Comes with lettuce, tomato and raw onion. Choice of sliced potatoes, french fries or side salad.
Chatterbox Special Burger $24.00
8oz Burger topped with avocado, bacon, yellow American cheese, lettuce, tomato and onion. Topped with an onion ring and cooked to your liking. Served on a brioche bun. Choice of sliced potatoes, french fries or side salad.
Tuna Burger $26.00
Wild-caught tuna steak cooked to your liking. Topped with roasted peppers, lettuce and tomato with a chipotle mayo sauce on a brioche bun. Choice of sliced potatoes, french fries or side salad.
Chicken Ceasar Wrap $18.00
Eggplant Parm Ala Vodka Wedge $20.00
The Buona Sera Wedge $24.00
The Angry Chicken Wedge $24.00
The Long Hot Wedge $24.00

Chatterbox Pleasantville Details

Service options
Outdoor seating
Takeout
Dine-in
Delivery

Highlights
Fast service
Great beer selection
Great cocktails
Great dessert
Great wine list
Serves local specialty

Popular for
Lunch
Dinner
Solo dining

Accessibility
Wheelchair accessible entrance
Wheelchair accessible parking lot
Wheelchair accessible restroom
Wheelchair accessible seating

Offerings
Alcohol
Beer
Cocktails
Coffee
Comfort food
Happy hour drinks
Hard liquor
Small plates
Wine

Dining options
Brunch
Lunch
Dinner
Catering
Dessert
Seating
Table service

Amenities
Bar onsite
Restroom

Atmosphere
Casual
Cozy
Trendy

Crowd
Groups

Planning
Dinner reservations recommended
Accepts reservations

Payments
Credit cards
Debit cards
NFC mobile payments
Credit cards

Children
High chairs

Parking
Free parking lot
Free street parking
Parking

Chatterbox Pleasantville Photos

Chatterbox Pleasantville Location

Chatterbox Pleasantville

New York Westchester County Pleasantville Cooley Street

75 Cooley St, Pleasantville, NY 10570, USA

Chatterbox Pleasantville Reviews

An average rating of ★4.1 from 245 user reviews.

atmospheredinneritalian foodpricedtablefood and serviceentreescocktailspartyshrimp

★ 5★ 4★ 3★ 2★ 1

I have to say we had a great experience here at Chatterbox. The food was fresh and delicious but you will pay for it; which I don't mind when it is really good. Server was polite and friendly. The place was alive but didn't interfere with being able to have a conversation. Will definitely eat here again.
July 07 · E Ruffino
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%.
December 13 · Sabrina Valletta
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.
July 20 · Linea Petrela
This place is on the pricey side. Food is good. However, service/practice is questionable.First time I was here with my friend group in March. We had a party and everything was good. I paid $430 total for food and tips (I specifically wrote the total as $430 on the receipt, and took picture of it). But few days later I checked my bank statement, and "someone" (not sure if it's the server, or someone else) input the total as $430.65. I thought, okay only few cents, I'd let it slide.Fast forward to mid April, I got here for an early dinner and total was $121 for food and tips. Again, I wrote $121 on my receipt. This time I even put a dash after the number 121 to make sure nothing will be added to it. 2 days later, I check my bank and guess what, total is now $121.88.Even though it's less than a dollar difference, it is still unacceptable, since I did not authorize the change. I've never been to a restaurant where my total was changed after I left. I cannot believe such a restaurant like this has such a shady practice. I will not come back here again.
April 17 · Su Tran
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.
May 09 · Colin Shorter