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Best Live Music Restaurants in Ossining

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21 restaurants available nearby

A photo of 3 Westerly Bar and Grill restaurant
1. 3 Westerly Bar and Grill
4.5
Awesome(1660)
Price: Expensive
• American • Ossining
Booked 4 times today
Located in Ossining’s luxurious Harbor Square, adjacent to the Metro North Station and the NY Waterway Terminal, 3 Westerly Bar and Grill is a Modern American Restaurant housed within a distinctive free-standing lighthouse that features a variety of indoor/outdoor dining options—all of which offer stunning views of the scenic Hudson River waterfront. **Outdoor seating is on a First Come First Serve Basis. We do not accept Outdoor Reservations. Reservations are for Indoor Only.
A photo of Chatterbox restaurant
2. Chatterbox
4.3
Awesome(215)
Price: Very Expensive
• American • Pleasantville
Booked 4 times today
Traditional Italian-American Cuisine with a Modern Twist
A photo of 105-Ten Bar and Grill restaurant
3. 105-Ten Bar and Grill
4.5
Awesome(100)
Price: Expensive
• American • Briarcliff Manor
Booked 2 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 Trata on the River restaurant
4. Trata on the River
new
4.8
Exceptional(119)
Price: Expensive
• Greek • Piermont
Booked 37 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 Otto’s Full Service restaurant
5. Otto’s Full Service
4.6
Exceptional(452)
Price: Expensive
• American • Piermont
Booked 5 times today
Upscale casual cuisine by awarded Chef Phil Iannuccilli in a premier Hudson Valley setting. Handcrafted cocktails and locally sourced ingredients. Sprawling patio, welcoming bar, and a lounge to get cozy in.Please note, our Friday and Saturday nights are extremely busy and in high demand. We look forward to seeing you soon here at Otto's.
A photo of Crabtree's Kittle House restaurant
6. Crabtree's Kittle House
4.7
Exceptional(3185)
Price: Expensive
• Contemporary American • Chappaqua
Booked 17 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 FARM restaurant
7. FARM
3.9
Excellent(190)
Price: Moderate
• American • Nyack
Booked 7 times today
FARM’s Chef Renè Xelo, who has been with the restaurant since its inception in 2016, has curated a casual dining experience influenced by the many notable purveyors from across the Hudson Valley, best known for fresh produce, sustainably sourced seafood, and delectable bread and pastries. FARM’s thoughtful culinary concept evokes the local experience of gathering together in a comfortable atmosphere to enjoy great food and drinks. The massive ceiling-to-floor windows offer diners beautiful views of the outside patio while inside, guests are surrounded by colorful artwork created by local artists from the tri-state area.The bar program will offer delightful wines, from some of the oldest vineyards in the country, as well as locally brewed bourbons and ales. Bourbon Blackberry Collins, with Black Dirt bourbon (fresh from nearby Orange County), lemon juice, and agave, is a great way to start off the evening.
A photo of Club Car Grille restaurant
8. Club Car Grille
4.6
Exceptional(46)
Price: Expensive
• American • Irvington
Booked 4 times today
Our dining room and bar room sit in what was once a mid 1900's train car. Our cozy banquettes and soft lighting make for a memorable dining experience. Our team is committed to providing high quality service, food, and drinks. We have an extensive wine list from all over the world that will complement our chef's seasonal dishes. Whether it's a special occasion, or an evening out with friends, Club Car Grille is the perfect place to laugh, eat, and create memories.
A photo of Fin & Brew restaurant
9. Fin & Brew
4.5
Awesome(716)
Price: Moderate
• American • Peekskill
Fin & Brew is a New American Restaurant located within Factoria at Charles Point, on the scenic Hudson River waterfront in Peekskill NY. Fin & Brew specializes in Seafood, Small Plates, and American Comfort Cuisine, featuring a seasonal menu made with local ingredients.
A photo of The Gramercy restaurant
10. The Gramercy
4.5
Awesome(473)
Price: Moderate
• American • Yorktown Heights
Booked 5 times today
At The Gramercy, we hold dear the simplest joys of life; family, friends, good food and good wine. We value one thing above all else: a delicious meal with our family and friends. We strive to be gracious hosts and to treat everyone that comes into our home as our extended family. We are grateful for the opportunity to share our sense of hospitality with you. As a guest in our home, you can be assured you will not leave until you have been well-fed and over-served. Thank you for visiting and bon appétit.

See what locals rave about

From verified diners like you
From verified diners like you
  • Jonvip
    New York City •2 reviews
    4.0
    Dined 2 days ago
    The food and service were great - a quality meal for those looking to enjoy themselves.
    More info
    L'EscalePrice: Very Expensive• Provencal• Greenwich
    •
    4.7
  • susanm
    New York City •8 reviews
    5.0
    Dined 5 days ago
    Lovely dinner, a favorite for special occasions, date nights and family celebrations. It was our son's birthday and the staff brought a Ferris wheel of little puff pastries and pots of chocolate and Chantilly cream. The service was very attentive and the food was delicious. The lighting is low, but lovely. The noise is a bit much -- high ceilings and tile walls and pillars, which, I don't know what you can do with that. But, overall, I recommend 3 Westerly for a nice night out.
    More info
    3 Westerly Bar and GrillPrice: Expensive• American• Ossining
    •
    4.5
  • Ancavip
    New York City •2 reviews
    5.0
    Dined 5 days ago
    Having a table next to the door it s an inconvenience due to waiters going in and out and it s really cold. Suggestion: dim the light, to bright for a restaurant and doesn’t create a sense of intimacy. Hope you will have dancing nights😊 The decor is absolutely amazing! We will go back.
    More info
    Trata on the RiverPrice: Expensive• Greek• Piermont
    •
    4.8
  • Audreyvip
    New York City •118 reviews
    4.0
    Dined on Nov 16, 2024
    Turkey pot pie was delicious! As was the tuna! Prompt service with a smile helps too!
    More info
    105-Ten Bar and GrillPrice: Expensive• American• Briarcliff Manor
    •
    4.5
  • Chuck
    New York City •2 reviews
    4.0
    Dined on Nov 10, 2024
    The restaurant was crowded and very noisy. The server was great but we waited a long time to get our food the saving grace was that the food was excellent.
    More info
    ChatterboxPrice: Very Expensive• American• Pleasantville
    •
    4.3

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