
With both Valentine’s Day and a long weekend, thanks to Presidents’ Day, coming up, you’d love to get out of New York City for a few days. Nothing crazy, since you already have a spring break trip planned in a few weeks. You don’t even need to fly, as air travel just cuts into your weekend. You could return to the Adirondacks, the Finger Lakes, or the North Fork of Long Island. Or you could give Greenwich a try.
Greenwich isn’t a new, or even an unknown, destination. Connecticut’s southernmost and westernmost town has long been known as one of the wealthiest towns in the state and one of the best places to live in the country. You might even know someone who lives there. But, despite its waterfront location, Greenwich has never become a must-visit escape from the city. An elegant hotel and new restaurants are hoping to change that.
From Grand Central Terminal, it’s just a 38-minute train ride to Greenwich. You don’t even need to rent a car. A Tesla from Delamar Greenwich Harbor Hotel will pick you up at the station. It’s a quick ride to Greenwich Harbor and the hotel from there.
You’re warmly welcomed to the hotel with glasses of Champagne and a confirmation for your couples’ massage later in the afternoon. As you look around the lobby, you see a piano across from the library, which looks cozy with leather chairs and a well-stoked fire. A happy goldendoodle—this is a dog-friendly hotel; they even have a pet services menu—clacks against the marble floor. While wine and cheese are served in the evening, in case you want to stop by before dinner.

Your harbor view room is even cozier than the lobby. It has a relaxing king-size bed and a deep soaking tub. Bright accent colors remind you that spring will come eventually. Plus a wrought-iron balcony overlooks the harbor, where, if it were warmer, you could borrow a kayak or join a harbor cruise. But, right now, it’s time for that massage. Another glass of Champagne is awaiting you in the purple relaxation room.
Once your tension has been eased and you feel giddy from all of the sparkling wine, it’s time to explore the rest of Greenwich. Greenwich Avenue, known as the Rodeo Drive of the East Coast, is lined with designer shops. The Bruce Museum shows art and natural history exhibits just a few blocks away. The beaches, all deserted right now, offer views across Long Island Sound. While foodies will delight in the restaurants that have recently opened.
Your dinner reservation is at Back 40 Kitchen. Its interior looks like a modern farmhouse with a high cupola, an herb-growing wall, and lots of reclaimed wood. It perfectly fits the food, most of which comes from the owners’ farm farther upstate. Cauliflower and roasted mushrooms, pork tenderloin and salmon fill the menu right now. Or you could opt for a six-course tasting, which is created only after the chef comes out to talk to you. With food and service like this, you’ll be riding the train to Greenwich a lot more often.
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