Long Island’s most luxurious hotels include a magnificent chateau-style estate, a historic bed-and-breakfast, and a boutique on the boardwalk with Miami-chic style.
Oheka Castle Hotel & Estate is a gorgeous, French chateau-inspired property on the highest point in Long Island. The 1920s Gold Coast mansion is the country’s top wedding venue, and one of the most striking properties on the East Coast. Listed on the National Register of Historic Places, Oheka features 32 individually decorated rooms (all with plush king or queen beds and Frette linens) and stately common spaces. The magnificent property is surrounded by 23 acres of gorgeous, manicured gardens and includes a well-equipped fitness center and fine-dining restaurant.
This converted Tudor-style property isn't a grand chateau, like Oheka, but rather a Montauk hot spot that pulls off cool, minus any pretension. The two-and-a-half-acre property offers 60 bungalow-style rooms in the hotel section, and seven Cabana Suites in the garden. All have a surf-chic vibe that appeals to the Manhattan set, plus amenities such as Italian linens and Aveda products. Though the hotel is not directly on the beach, its expansive grounds include a decent-size pool and lounge areas -- some more private than others -- and an organic restaurant and bar with indoor/outdoor seating. The joint cranks out the fun (and noise) on summer weekends, and the bartender (crowd depending) will continue serving drinks well into the early morning.
The Maidstone is a stylish boutique hotel in the heart of East Hampton with an upscale restaurant and lounge, plus a wine cellar. The hotel is within walking distance to the village and an easy bike ride to the beach (free cruiser loaners are available). The 16 rooms and suites and three cottages are decorated with chic Scandinavian design and feature perks like luxe linens and bathrobes and French presses with organic coffee. While Sole East has a lovely outdoor pool with food and drink service, Maidstone lacks a pool entirely, but its pretty front porch and distinct amenities (like free yoga classes in the Buddha garden) make it a popular choice for see-and-be-seen-scenesters who have money to spend.
The Mill House Inn is a charming bed-and-breakfast that is heavy on personal touches. Because of its small size and wealthy clientele, it appeals to peace-and-quiet seekers rather than partiers or families with young kids. The front porch lined with French doors lends itself to a good book, and the vintage board games can be played while sipping an espresso. The grounds and rose garden also provide areas to sit back, relax, and get lost in the rich history of this craftsman home (built in 1790). The 10 rooms unique in decor and named after a theme, such as the America’s Cup and Hemingway. Suites offer more amenities such as a wet bar, refrigerator, and microwave, as well as an in-room breakfast option. The Mill House serves a free breakfast in a lovely dining room or the rose garden, and serves gourmet goodies, like fresh cookies and charcuterie, around the clock, but it does not have a full restaurant, like Maidstone.
Allegria Hotel ranks among the top luxury hotels on Long Island, and its location makes it particularly noteworthy. It's the only hotel right on the Long Beach boardwalk, and will remain so -- the hotel opened in 2009, but the building first received permission to open as a hotel in the 1930s, allowing the developers to get around modern zoning rules. The hotel has undeniable South Beach flair, and during the warmer months its second-floor bar, rooftop lounge, and rooftop pool draw both guests and local beachgoers. The restaurants serve gourmet organic cuisine and tasty cocktails, and in nice weather Atlantica restaurant opens its windows right up to the boardwalk. The 143 rooms are big and airy, with sleek limestone bathrooms with rainfall showerheads and big windows that open up to let in sea breezes. Oceanfront Rooms are worth the upgrade. Wi-Fi is not free here, like it is at the Maidstone and Mill House.
This elegant East Hampton bed-and-breakfast is exactly what its name suggests: a house full of art. Though there are only four rooms, the bed-and-breakfast has all the amenities of a much larger property, including ample communal spaces, fitness center, and two pools (a large outdoor pool with an adjacent hot tub, and an indoor exercise pool). Still, the Art House retains all of the personalized charm of staying with friends (like Mill House, a gourmet breakfast is included in the rates and refreshments are available all day), making it a distinctive option in the Hamptons -- though it comes at a high price.