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Best Fun Restaurants in Pleasantville

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64 restaurants available nearby

A photo of Chatterbox restaurant
1. Chatterbox
4.3
Awesome(217)
Price: Very Expensive
• American • Pleasantville
Booked 4 times today
Traditional Italian-American Cuisine with a Modern Twist
A photo of Vida restaurant
2. Vida
new
4.4
Awesome(23)
Price: Very Expensive
• Spanish • Thornwood
Booked 14 times today
At Vida, we believe in celebrating life's everyday moments through exceptional food, fine wines, and genuine hospitality. Whether seeking a casual tapas night or an elegant dinner, our warm and inviting atmosphere will match your vibe and inspire you.Vida is more than a restaurant—it's a destination for discerning foodies looking for a full hospitality experience. Led by the talented husband-and-wife team of Marc and Brianne Taxiera, Vida offers a captivating culinary experience that blends the best of Spanish cuisine with global influences. Executive Chef Marc Taxiera's innovative approach showcases the versatility of Spanish flavors, incorporating local and unique ingredients to create truly memorable dishes. From classic tapas to modern, fun interpretations, each dish invites you to be part of our story, allowing you to choose your own culinary adventure.
A photo of Zero Otto Nove - Armonk restaurant
3. Zero Otto Nove - Armonk
4.6
Exceptional(1277)
Price: Moderate
• Italian • Armonk
Booked 21 times today
Zero Otto Nove is a fun spot because it's like a quick trip to Italy right in Armonk. With a wood-burning brick oven at its core, it serves classics like the Margherita and originals like the La Riccardo. Customers consistently praise the food, service, and ambiance. One review even called it a 'hip fun spot'. Plus, the fact that all the pastas are homemade and all ingredients are brought from New York's Real Little Italy, makes it a true Italian experience.
A photo of 3 Westerly Bar and Grill restaurant
4. 3 Westerly Bar and Grill
4.5
Awesome(1660)
Price: Expensive
• American • Ossining
Booked 15 times today
3 Westerly Bar and Grill is a delightful spot with a stunning location right by the Hudson River waterfront. With its modern American cuisine, the restaurant gets rave reviews for its amazing food and great drinks. The ambiance is excellent, and the service is top-notch. It's the perfect spot for a relaxed, enjoyable meal with the added bonus of incredible views.
A photo of Crabtree's Kittle House restaurant
5. Crabtree's Kittle House
4.6
Exceptional(3186)
Price: Expensive
• Contemporary American • Chappaqua
Booked 14 times today
Built in 1790 as a barn and named for local farmer John Kittle, the farm to table connection that began back then continues today at Crabtree's Kittle House. Internationally renowned for its Wine Spectator Grand Award wine list, superlative hospitality and contemporary American cuisine, it is a sophisticated country dining experience located only 45 minutes from Manhattan. Whether stopping in for a casual meal in the Tap Room or planning a formal intimate celebration from 2 to 200 guests, you'll find something for everyone and every occasion at Crabtree's Kittle House. The culinary team focuses on the local bounty of the Hudson Valley, from salads, burgers, & fresh cold shellfish to more refined cuisine, available in both the Tap Room, Main Dining Room and Ivy Hill Room. And nowhere is there a greater selection of fine wines (5000!) and other libations. Also a Bed & Breakfast, there are 14 rooms for overnight accommodations.
A photo of Le Jardin du Roi restaurant
6. Le Jardin du Roi
4.8
Exceptional(571)
Price: Moderate
• French • Chappaqua
Booked 7 times today
Le Jardin du Roi, in downtown Chappaqua, invites guests to dine in French/American bistro style. The dark, wooden interior creates a cozy setting where you can enjoy a relaxed meal, celebrate a special occasion, or spend a nice night out with your family and friends. The ever-popular patio provides a perfect atmosphere for outdoor dining. Open seven days a week, serving breakfast, lunch and dinner. Our wait-staff is knowledgeable, friendly and eager to make your dining experience one to remember. For the past eighteen years, Le Jardin du Roi has been a favorite local establishment in town. We offer full service BBQ catering, please give us a call 914 238 1368 for details.When booking a reservation, please keep in mind that Standard reservations are for indoors only. We are unable to guarantee seating under our outdoor tent.
A photo of Tramonto restaurant
7. Tramonto
4.7
Exceptional(543)
Price: Expensive
• Italian • Pleasantville
Booked 14 times today
Tramonto by Zuppa is inspired by our family’s love of good food, wine and family gatherings. We pride ourselves in using local, seasonal, and only the best traditional Italian ingredients. Tramonto is one of our Three Restaurant Locations in Westchester all of which offer our signature style of innovative Italian cuisine yet all are unique in there own way. Tramonto our northern Westchester location offers a country style rustic decor with vaulted ceilings exposed beams and garden views. In the warmer months enjoy our out door patio for dining and drinks. Buon Apetito!
A photo of Ibiza Kitchen - Chappaqua restaurant
8. Ibiza Kitchen - Chappaqua
4.5
Awesome(81)
Price: Moderate
• American • Chappaqua
Booked 6 times today
For two decades now Ignacio Blanco has been a trailblazer in America for modern Spanish cuisine, first in TriBeCa at Meigas and other restaurants he’s opened in Connecticut. The current Ibiza Kitchen, opened in 2018, is one of his finest efforts, and there simply is no more affable host than he, ever passionate about introducing you to, or adding to your knowledge of, a style of food that is, as he says, a way of life in Spain.
A photo of 105-Ten Bar and Grill restaurant
9. 105-Ten Bar and Grill
4.6
Exceptional(101)
Price: Expensive
• American • Briarcliff Manor
Booked 10 times today
Opened in January of 2014, 105-Ten Bar & Grill has continued to be a popular destination for guests from all over Westchester County. Offering a wide array of starters, salads, flatbreads, burgers, sandwiches, entrees, and much more. Our 20 seat bar features four 65" large screen TV's for all the big live sporting events. 12 rotating beers on tap, numerous wines by the glass options, specialty cocktails and a full bar give all of our guests plenty of beverage options. We also have a fully heated outdoor dining tent that is available 7 days a week for lunch & dinner. Live Music on Thursday & Saturday Nights.
A photo of Risotto restaurant
10. Risotto
4.7
Exceptional(301)
Price: Expensive
• Italian • Thornwood
Booked 4 times today
Benvenuto a Risotto! Our Risotto dishes are made with Arborio Rice, we combine traditional and new recipes varying seasonal, along with weekly specials. Personally hand selected wines and craft cocktails compliment our menu.Enjoy dinner or Brunch in a sophisticated yet casual space. With an outdoor patio and intimate bar.
‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

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