The Real Deal New York

Great escapes

A look at the priciest tri-state area hotels
By Christopher Cameron | May 13, 2015 07:55PM

Clustered in the most exclusive enclaves of New York and Connecticut, these hotels give Manhattan a run for its money, both in terms of price and luxury. Guests often get far more for their dollar outside the city — say, an entire cottage vs. a single room. So compared to most uptown hotels, these country getaways offer a lot of value for truly unique and high-end experiences.

No. 1

Tucked away on 113 wooded acres in the Litchfield Hills, an 18th-century manor is the center of Winvian Farm. But beyond the historic home, guests can choose between a traditional cottage, a tree house or a fully restored 1968 Sikorsky Sea King Pelican HH3F helicopter transformed into a “stylish, fun and totally aerodynamic” abode within a cottage. “Take your cocktails in the cockpit, watch a film in the fuselage, relax by a glowing wood stove and sleep in the cloud-soft king-sized bed outside the helicopter.”

No. 2

Another Litchfield County country retreat, the Mayflower Grace is nestled on 58 acres of landscaped gardens and woodlands. But it offers some very urban amenities, like shopping for designer frocks from Loro Piana, Brunello Cucinelli, Agnon, Malo and Zegna onsite. Enjoy “bespoke gastronomy” or bask in the “exclusivity” of a suite with “a superb sense of VIP luxury.”

No. 3 (tie)

Crowning a hilltop in the Hudson Valley, the former home of the Goelet family, Glenmere is now serving up some serious luxury. The estate’s “pièce de resistance” is the 1,250-square-foot penthouse, which offers commanding views of the 150-acre Gilded Age estate. Downstairs, guests can choose between multiple decadent dining rooms and relax in the full-service spa and hammam. Aviation aficionados, take note: “We appreciate prior notice for all helicopter landings so our Glenmere butlers are ready for your arrival.”

No. 3 (tie)

At just 22 rooms, the white Greek Revival house, built in 1842 for Judge Abraham Topping Rose, is also one of the Hamptons’ most exclusive public houses. Known for its farm-to-table cuisine, pig roasts and spa by local wellness center Naturopathica, the full-service hotel also features a fitness center, heated outdoor pool, private event spaces, contemporary art, a fleet of Lexus cars and a complimentary shuttle service to the beach.

No. 4

The Ocean Colony is an eight-acre resort with 400 feet of beachfront. It offers a combination of 69 studios and apartments — each with a private terrace — along with on-site tennis courts, a heated salt-water pool and cabana service. And while there isn’t a restaurant or bar on the premises, it’s just a 10-minute drive to Montauk.

No. 5

A stone’s throw from the ritzy Indian Harbor Yacht Club, the Delamar offers “concierge level” services, though the main attraction is the hotel’s 500 feet of dock. Guests can sail in and dine at L’escale, a restaurant decorated with vintage terracotta tiles from Provence and a fireplace from a castle in the south of France.