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Best Fun Restaurants in Ossining

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36 restaurants available nearby

A photo of Brothers Fish & Chips restaurant
4.5
Awesome(244)
Price: Very Expensive
• Seafood • Ossining
Booked 1 time today
Hidden behind a Fish n Chips facade Chef Elmer Oliveros and team are creating an extraordinary dining gem waiting to be discovered. Weaving daily fresh market catches with locally sourced produce and global gourmet delicacies into creative dishes full of vibrant and unique flavors, and complemented by warm hospitality with a modern day nuance, Brothers Fish and Chips is becoming a must stop destinatio, promising memorable experiences and extraordinary food.Voted Best Restautant in Open Table 2019,2020 Dinners Choice 2021,2022,2023, and 2024!
A photo of Chatterbox restaurant
4.4
Awesome(219)
Price: Very Expensive
• American • Pleasantville
Booked 6 times today
Traditional Italian-American Cuisine with a Modern Twist
A photo of 105-Twenty Bar & Grill restaurant
4.5
Awesome(137)
Price: Expensive
• American • Croton Falls
Booked 4 times today
Opened in December of 2018, 105-Twenty Bar & Grill is located in the heart of the village of Croton-On-Hudson, NY. Featuring an array of starters, salads, flatbreads, burgers, sandwiches, entrees and much more. We also feature a separate bar area away from the dining room with a horseshoe shaped 12 seat bar. 12 rotating seasonal draughts, numerous wines by the glass, specialty cocktails and a full bar. 3 Large Screen TV's in the bar area to watch all the live sporting events of the day. Seasonal Outdoor Patio & Sidewalk Dining available.
A photo of 105-Ten Bar and Grill restaurant
4.4
Awesome(106)
Price: Expensive
• American • Briarcliff Manor
Booked 12 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 Vida restaurant
4.5
Awesome(40)
Price: Very Expensive
• Spanish • Thornwood
Booked 19 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 Trata on the River restaurant
4.8
Exceptional(190)
Price: Expensive
• Greek • Piermont
Booked 66 times today
A unique dining experience in an authentic atmosphere. Step through our doors and feel as if you have been transported to a Mediterranean island.
A photo of Red Hat on the River restaurant
4.6
Exceptional(2277)
Price: Expensive
• Contemporary French / American • Irvington
Booked 28 times today
Nestled on the waterfront in Irvington, New York, Red Hat on the River is an American modern bistro serving satisfied diners since 2003. There's hardly a seat in the house that does not offer a spectacular view of the Hudson river. Banquettes and a pewter bar accent the space while the walls of this 100-year old renovated factory building are adorned with WPA-era art evoking a feeling of a turn of the century Parisian bistro. Evolving from a humble bistro on main street to a bustling restaurant on the river with a rooftop bar, Red Hat's commitment to providing the very best experience for their guests has always remained the same. Try the classic menu standards of steak frites, moules frites, country terrine, and the Red Hat burger. Seasonal salads, sandwiches, and seafood entrees round out the menu. The bar offerings of creative craft cocktails, local draft beer, and old world style wines complete the experience. Private events range from corporate dinners to weddings.
A photo of Moderne Barn restaurant
4.7
Exceptional(4555)
Price: Moderate
• Unspecified • Armonk
Booked 51 times today
"At Moderne Barn, the Livanos family has crafted the perfect combination of exceptional food and service in a comfortably elegant atmosphere. Merging an upscale yet approachable environment, Moderne Barn delivers exceptional global cuisine in a setting that will make you feel at home - whether for a business meeting, after a round of golf, or with family for a relaxing weekend gathering. In the restaurant, world spices mingle with new American dishes, showcasing the region's best organic fare alongside terroir-driven wines.
A photo of Benjamin Steakhouse - Westchester restaurant
4.8
Exceptional(4217)
Price: Very Expensive
• Steakhouse • White Plains
Booked 58 times today
Founded in 2006, the family owned and operated Benjamin Restaurant Group has grown to comprise some of the New York metro areas premier culinary destinations. Now, they bring the glory straight to the heart of Westchester County. Offering exceptional food and service in luxurious environments, owners Benjamin Prelvukaj and Benjamin Sinanaj make it their mission to treat each guest like a member of their family. Benjamin Steakhouse offers juicy cuts of dry-aged beef-from 36-ounce Porterhouses to juicy, tender Ribeyes and succulent Filet Mignon. White Plains' dècor may look familiar to those who have dined at their Manhattan location with their signature dark wood floors, banquette seating, and burgundy booths in tow. The main dining room will also feature an oversized fireplace-a signature of Benjamin Steakhouse from day one. Whether it's a romantic rendezvous or boisterous family dinner, Benjamin Steakhouse is sure to please.
A photo of Crabtree's Kittle House restaurant
4.6
Exceptional(3205)
Price: Expensive
• Contemporary American • Chappaqua
Booked 16 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.

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See what locals rave about

From verified diners like you
From verified diners like you
  • Toni
    Philadelphia County •12 reviews
    4.0
    Dined 1 day ago
    Drinks were really well done, waitress was pleasant with experience, Food was good. Definitely would go back especially since it is in the neighborhood.
    More info
    105-Twenty Bar & GrillPrice: Expensive• American• Croton Falls
    4.5
  • TraceyVIP
    New York City •26 reviews
    5.0
    Dined 7 days ago
    Enjoyed our dinner , croquettes were amazing as were the meatballs on the tapas menu. We both had the galcian chicken , very tasty. We shared the Spanish version of crème brûlée with our cappuccino . The inside of the restaurant is beautifully decorated. We did not get to go upstairs for the lounge, but I’m sure if it’s half as nice as the main dining room you’ll enjoy it. The only problem was finding the correct door to go in, which happens to be in the parking lot and does not have a sign .  the restaurant has a sexy vibe and a beautiful bar. The employees were very pleasant. We will return.
    More info
    VidaPrice: Very Expensive• Spanish• Thornwood
    4.5
  • Derrick
    New York City •2 reviews
    5.0
    Dined on Dec 28, 2024
    Food was very good and a good variety of choices!! Will definitely be going back!!!
    More info
    105-Ten Bar and GrillPrice: Expensive• American• Briarcliff Manor
    4.4
  • SeanVIP
    Orlando / Central Florida East •18 reviews
    5.0
    Dined on Dec 22, 2024
    We had a great Sunday brunch prior to seeing a movie at Jacob Burns. Delicious food, nice ambiance and very friendly service people. Will definitely be back!
    More info
    ChatterboxPrice: Very Expensive• American• Pleasantville
    4.4
  • Anthony
    Greater Boston •1 review
    5.0
    Dined on Nov 20, 2024
    The food and service at Brother’s Fish & Chips is always exceptional. We love celebrating special occasions here as well as coming for an ordinary night out. You cannot go wrong with the tasting menu if you do choose that option. Elmer is a genius in the culinary space! Thank you Brother’s Fish and Chips for always providing an outstanding experience.
    More info
    Brothers Fish & ChipsPrice: Very Expensive• Seafood• Ossining
    4.5

Discover best fun restaurants in Ossining

Discover the vibrant dining scene in Ossining, Westchester, where a selection of fun-themed restaurants await to delight your senses. Nestled in this charming New York State locale, each dining spot offers a unique blend of ambiance and cuisine that perfectly caters to those looking for an enjoyable and lively meal out. From innovative American dishes to creative international fare, the restaurants in Ossining promise an entertaining and memorable dining experience. Whether you're in the mood for a casual eatery or a more sophisticated setting, you'll find establishments that are designed to enhance your dining pleasure with their festive atmospheres and exceptional service. The focus on fun doesn't just stop at the menu; expect engaging décor and possibly live entertainment to complete your dining adventure. Ossining's eateries not only serve great food but also embody the spirit of the community—welcoming, diverse, and vibrant. Perfect for family dinners, friendly gatherings, or a special date night, these restaurants ensure every meal is not just eaten, but celebrated.

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