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Best Live Music Restaurants in Ossining

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20 restaurants available nearby

A photo of 3 Westerly Bar and Grill restaurant
1. 3 Westerly Bar and Grill
4.4
Awesome(1662)
Price: Expensive
• American • Ossining
Booked 14 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
4.4
Awesome(219)
Price: Very Expensive
• American • Pleasantville
Booked 6 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(104)
Price: Expensive
• American • Briarcliff Manor
Booked 7 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 Otto’s Full Service restaurant
4. Otto’s Full Service
4.6
Exceptional(462)
Price: Expensive
• American • Piermont
Booked 17 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
5. Crabtree's Kittle House
4.6
Exceptional(3199)
Price: Expensive
• Contemporary American • Chappaqua
Booked 22 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
6. FARM
4.2
Awesome(196)
Price: Moderate
• American • Nyack
Booked 5 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 The Gramercy restaurant
7. The Gramercy
4.4
Awesome(476)
Price: Moderate
• American • Yorktown Heights
Booked 15 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.
A photo of Club Car Grille restaurant
8. Club Car Grille
4.6
Exceptional(54)
Price: Expensive
• American • Irvington
Booked 2 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 Peter Pratt's Inn restaurant
9. Peter Pratt's Inn
4.7
Exceptional(195)
Price: Expensive
• American • Yorktown Heights
Booked 10 times today
PETER PRATT’S INN IS OPEN FOR OUTDOOR DINING ON OUR BEAUTIFULLY RESTORED DECK AND LAWN, AS WELL AS LIMITED-SEATING INDOOR DINING INSIDE OUR GORGEOUSLY RENOVATED 1700’S FARMHOUSE RESTAURANT - ALL FOLLOWING NEW YORK STATE’S PUBLIC HEALTH GUIDELINES, INCLUDING STAFF AND TABLE DISTANCING, MASK WEARING BY STAFF AND CUSTOMERS, LIMITED CAPACITY INDOOR DINING, AND CONTINUOUS SANITIZING OF STAFF AND RESTAURANT.
A photo of Nyack Social - Nyack restaurant
10. Nyack Social - Nyack
4.2
Awesome(21)
Price: Moderate
• Contemporary American • Nyack
Booked 4 times today
We are a unique casual dining establishment where everyone in the family can enjoy an extensive flavorful menu. We offer Delicious gluten free and vegan options. Come for dinner and stay for our evening entertainment on weekends or catch the game at out bar with our nightly drink specials.

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