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Best Restaurants for Outdoor Dining in Ossining

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25 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 12 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 105-Twenty Bar & Grill restaurant
2. 105-Twenty Bar & Grill
4.5
Awesome(136)
Price: Expensive
• American • Croton Falls
Booked 9 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 Basso56 restaurant
3. Basso56
4.7
Exceptional(1481)
Price: Expensive
• Italian • Chappaqua
Booked 13 times today
Now located in Chappaqua, Weschester County NY, Basso56 serves freshly prepared Italian fare with a subtle modern twist. Homemade maccheroni alla chitarra with lamb ragu sauce, seafood risotto, vealchop alla milanese and organic grilled salmon covered in a roasted pepper puree make for satisfying entrées. Vegetarian and gluten-free dishes are on the menu, as well as scrumptious desserts with wine pairings. Reservations are for diner's only, as this is a full serving restaurant. Also should your party size change, please notify restaurant as soon as possible. Basso56 features numerous glowing reviews on websites like Google, Yelp, Foursquare, Facebook and TripAdvisor. It has an extensive wine list and a contemporary, yet casual setting. This restaurant welcomes reservations and also hosts private events.
A photo of Chatterbox restaurant
4. 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
5. 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 Red Hat on the River restaurant
6. Red Hat on the River
4.6
Exceptional(2272)
Price: Expensive
• Contemporary French / American • Irvington
Booked 26 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 Crabtree's Kittle House restaurant
7. 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 Zero Otto Nove - Armonk restaurant
8. Zero Otto Nove - Armonk
4.7
Exceptional(1284)
Price: Moderate
• Italian • Armonk
Booked 18 times today
Roberto Paciullo’s hometown of Salerno is transported to the streets of Manhattan. Zero Otto Nove is the second outpost of his famous restaurants from Arthur Ave. in the Bronx. From the atmosphere to the food, stopping by Zero Otto Nove is taking a quick trip to Italy. The wood-burning brick oven is at the center turning out classics like the Margherita, and Roberto's originals, such as La Riccardo with butternut squash puree, smoked mozzarella, spicy pancetta, and basil. All the pastas are homemade, and all ingredients are brought in from New York's Real Little Italy, Arthur Avenue.
A photo of MP Taverna - Irvington restaurant
9. MP Taverna - Irvington
4.8
Exceptional(2816)
Price: Moderate
• Greek • Irvington
Booked 30 times today
Outdoor dining is open weather permitting. MP Taverna, Chef Michael Psilakis’s modern interpretation of a traditional Greek tavern, is an exciting staple in the Westchester dining scene, located steps from the Metro-North Railroad and a stone’s throw from the Hudson River. Open for lunch and dinner, MP Taverna’s accessible, Greek-inspired menu brings Psilakis’ Greek fare into the American culinary lexicon and is another step towards the chef’s goal of putting Greek cuisine on the culinary main stage.
A photo of Otto’s Full Service restaurant
10. 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.

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