Nestled along the Hudson River, Ossining, NY, is a vibrant town with a dining scene as diverse as its population. From cozy coffee shops to waterfront restaurants and a craft brewery, this hidden gem in Westchester County offers something for every palate. Whether you’re craving a fresh-brewed cup of coffee, authentic Latin cuisine, or a refreshing pint of locally crafted beer, you can find it in Ossining.
Below, I share the best restaurants in Ossining along with coffee shops and a brewery that make this an under-the-radar town to visit.
3 Westerly Bar & Grill
If you’re looking for a standout dining experience in Ossining, 3 Westerly Bar & Grill is probably the top choice. Situated along the Hudson River at the Westerly Marina, this upscale yet relaxed eatery offers stunning waterfront views that perfectly complement its exceptional menu. Whether you’re seated indoors with its stylish nautical-inspired decor or outdoors on the spacious patio overlooking the river, 3 Westerly creates an atmosphere that’s both chic and welcoming.
The menu is a thoughtfully curated mix of elevated American cuisine with a focus on fresh, seasonal ingredients. Guests rave about their raw bar selections, including freshly shucked oysters and shrimp cocktail, as well as hearty entrées like the lobster roll, pan-seared scallops, and perfectly grilled steaks. Their craft cocktails and carefully selected wine list make it easy to find the perfect pairing for your meal.
Brothers Fish & Chips
Brothers Fish & Chips is a top choice for fish and chips in Westchester County. The dish is available with a choice of bass, cod, flounder, or whiting. This unassuming spot has become a local favorite for take-out since real life brothers Elmer and Kevin Oliveros opened it in 2010.
Due to its popularity, they have expanded to the next-door space where they have opened what they call a “casual fine dining restaurant and bar” where they serve an expanded menu of seafood dishes. Here they serve dishes like ceviche, octopus, and lobster risotto. They even offer a tasting menu with optional wine pairing.
The Boathouse
For a cozy and casual dining experience with unbeatable waterfront views, The Boathouse in Ossining is a local favorite. Nestled along the banks of the Hudson River, this charming restaurant offers a welcoming atmosphere that makes it perfect for a laid-back meal or a celebratory gathering.
The Boathouse is known for its seafood menu, featuring dishes like their signature fish tacos, shrimp scampi, and crab cakes that are always fresh. Non-seafood lovers will find plenty to enjoy as well, with options like juicy burgers, hearty pasta dishes, and a variety of vegetarian offerings. The daily specials are not to be missed, often highlighting seasonal ingredients and creative takes on classic comfort foods.
The riverside setting is a highlight of dining at The Boathouse. Whether you’re enjoying a drink on their patio in warmer months or dining indoors with large windows framing the scenic view, the restaurant’s relaxed vibe and friendly service make every visit memorable. But the best time to come is when they have live music in the summer.
Sing Sing Kill Brewery
Sing Sing Kill Brewery has become a local gem for beer enthusiasts since opening in downtown Ossining in 2018. The beers are brewed with locally sourced ingredients from around the Hudson Valley
But a hallmark of Sing Sing Kill Brewery is its unwavering commitment to sustainability. The facility operates on 100% renewable energy and upholds a zero-waste policy, reflecting the founders’ deep-rooted passion for environmental conservation.
The bar staff is friendly, while the pale ale and Irish stout are both highly recommended. they have added snacks like hot dogs, pretzels, and nuts. And since it’s a NY Farm Brewery, they are also able to sell other NY State wines, spirits, and hard cider.
Here Coffee + Beer
Here Coffee + Bar is a gem that blends the best of two worlds: expertly roasted coffee by day and an impressive selection of craft beers by night. And since it’s located right at the Metro North train station, it’s a convenient stop at both times of day.
They take pride in their small-batch roasted coffee, roasting the beans weekly in small batches on a vintage 12 Kilogram Diedrich Drum roaster. The ground coffee then goes directly into bags for sale, or used for fresh cups of coffee, lattes, and other coffee-based drinks.
In the evening, Here Coffee + beer transforms into a laid-back hangout featuring a selection of craft beers. The rotating tap list highlights various Hudson Valley breweries as well as an exciting list of bottles and cans from further away.
They offer good Wi-fi and snacks like charcuteries, cheeses, pastries, and other small bites so you could probably just skip the train ride to the office and work from here.
Richie's Kitchen
Richie’s Kitchen offers a Latin Fusion menu, which allows the chef creativity in each dish. You can find a little Dominican, some Puerto Rican, and a taste of Cuban in the entree selections here.
Top menu items include the ropa vieja, pernil, and pollo guisado, But I suggest you start with the Mofonguito Trio, which are mini plantain cups filled with beef, chicken, and shrimp. It won’t take you long to realize why this is one of the best restaurants in Ossining.
Cravin Jamaican Cuisine
Cravin Jamaican Cuisine is a Caribbean eatery in a predominantly Spanish restaurant scene of Ossining. The food is a highlight, featuring flavorful dishes like goat curry and jerk chicken combo, offering generous portions at an affordable price range. Customers praise the well-prepared meats, particularly the tender jerk chicken and succulent oxtail, emphasizing the excellent value for money and friendly, knowledgeable staff.
Aji Limo
Nestled in the heart of Ossining, Aji Limo brings the vibrant flavors of Peru to Westchester County. Known for its warm ambiance and authentic dishes, this family-owned restaurant has become a favorite spot for locals and visitors seeking a unique dining experience.
The menu at Aji Limo showcases a range of traditional Peruvian specialties, including the ever-popular ceviche, with its zesty lime-marinated seafood, and hearty dishes like lomo saltado, a stir-fry of beef, onions, and tomatoes served with rice and fries. Don’t miss the aji de gallina, a comforting chicken dish in a creamy, slightly spicy yellow pepper sauce.
First Village Coffee
First Village Coffee is a charming cafe that impresses with its delicious coffee and matcha lattes, accompanied by a delightful selection of pastries like almond croissants and hibiscus jam-filled biscuits. The cafe boasts trendy decor and ample seating, both indoors and outdoors. With a focus on community support, local artisans’ creations are on display and for sale, enhancing the welcoming atmosphere and making it a top choice for coffee enthusiasts and those seeking a cozy spot for a meal or study session.
