NOTE: The dining room at Back 40 Kitchen is currently closed. Pick-up and delivery services are available.

1hr 30mins from NYC

Greenwich may bring to mind finance commuteres and tennis courts and, yes, it certainly has a lot of those, but it's also a gorgeous community of 60,000 that still has a small-town feel. And it's only an hour out of the city by train! With plenty of beaches, harbors, restaurants and sweet neighborhood to explore, it's a gentle escape from the city—and you don't have to be a financier to visit.

Do this: Spend a leisurely afternoon browsing the many shops, eateries and bars along Greenwich Avenue. In the evening, do not miss a meal at Back 40 Kitchen, a farm-to-table restaurant that's worth the trip to Greenwich on its own. The interior is warm and homey, with wood paneling, industrial lights and only several tables in the entire space. Chef Ian Vest personally delivers your meal, course by course (and you should definitely go for the tasting menu), including items such as deviled eggs, pappardelle and mint stracciatella ice cream. The meal is every bit as good, and far less expensive, than the last gourmet meal you had in the city.

Stay here: If you're up for a splurge, the Delamar Greenwich hotel certainly gives a taste of the finer things. Many rooms face the quiet harbor, as does the restaurant, L'Escale, which offers a delicious, upscale al fresco brunch on the weekends. There's also a full-service spa where you can get pampered with facials, massages and anti-aging treatments.