Rye, New York is defined by its pre-war estates, shingle-style waterfront homes, and early 20th-century architecture that reflects deep-rooted generational ownership. Properties are carefully maintained or restored, with stonework, slate roofs, and mature landscaping that signal long-established value. The town’s layout preserves sightlines to the water and protects its low-density character. It remains one of the most historically intact coastal enclaves in Westchester County.
Here are some staples of Rye, New York:
Café
34 Ridgeland Terrace, Rye
Regarded as one of the best breakfast stops in Westchester County, On The Way Cafe is a peaceful and charming way to start your day. A cash only cafe, with reservations hard to come by with the popularity around town. Executive Chef Joseph Mortelliti highlights the organic egg frittata and the chicken or vegetable wrap as standout lunch options. Customers are obsessed with the pancakes and omelettes. The coffee cakes are also a tasty bite. For lunch, the cheesesteak is a top choice as well. On The Way Cafe is the place to be for breakfast in Rye.
Dining
As much of a staple as one place can be, Rye Grill & Bar is a defining landmark in Rye. Featuring expansive dining areas, three levels of event space, and two full-service bars, this restaurant delivers a versatile experience—and takes pride in doing so without compromising value. The flock of loyal customers rave about the fired calamari, cajun chicken quesadilla, and the farfalle with hot Italian sausage, which has become their signature dish. Rye Grill & Bar has been, and will continue to be, the quintessential dining experience in Rye.
Aurora brings a tuscan vibe with a detailed Italian menu. With plenty of traditional favorites along with a modern twist on classics, there is something for those devoted to their signature choice, and also ones looking to spice things up for the evening. Signature dishes include their brick oven pizzas with fresh mozzarella and spicy lobster ravioli. Aurora also offers spaces for private events and catering options with a similar menu.
Outdoor Recreation
A historic amusement park throughout Westchester County and beyond, Playland Park is still providing fun for the masses on a daily basis. A 280-acre park with over 20 rides, Playland also offers a beach and pool. In the winter, the park also opens an ice skating rink. A true hidden gem in Westchester, Playland can be fun for the whole family and more without travelling far.
Marshlands Conservancy is a 147-acre coastal sanctuary with forest, meadow, salt marsh, and shoreline habitats, all accessible by three miles of scenic trails. Set along the Atlantic migratory flyway, it’s a prized destination for birdwatching, with over 230 species recorded. The half-mile shoreline on Long Island Sound offers tranquil views, while the salt marsh—one of the few publicly accessible in New York—invites quiet exploration and ecological appreciation.
Local Favorites
Arcade Booksellers is a beloved independent bookstore and a fixture in the heart of Rye for over three decades. Known for its curated selection—from children’s pop-up books to the latest literary releases—it’s been recognized as a go-to destination by local book clubs and Westchester Magazine alike. Beyond the shelves, it’s the personalized service and thoughtful recommendations that set the store apart. Whether you’re hunting for a unique gift or a hard-to-find title, Arcade offers a warm, tailored experience that keeps readers coming back.
A local institution since the 1940s, Rye Country Store has evolved from its origins as the Rye Meat Market into a cherished gourmet destination on Purchase Street. Known for its wide selection of artisanal foods, baked goods, and thoughtful giftwares, the shop attracts loyal customers from across Westchester, Fairfield, and beyond. Its signature gift baskets, featuring everything from homemade soups and grilled chicken to cupcakes and curated treats, are a perennial favorite. With a warm, welcoming atmosphere and a reputation for quality, Rye Country Store continues to be a staple in the community.
