Delmonico’s x Insomnia Cookies

Tonight isn’t just about going upscale, but back in time. Opened in 1837, Delmonico’s has hardly changed. With a lavish throwback design that harkens back to NYC’s roots, standout features at this high-end steakhouse include massive Pompeian pillars at its entrance, period-specific artwork framed along its dining room, and dark mahogany millwork heightening the overt luxury. And even though the menu is comprised mostly of steak (it is a steakhouse after all), their “Hudson Valley” foie gras is a delicacy that is begging for your attention.

For dessert, the two of you will be slipping into something decidedly more casual. Because it’s New York. Why not? Take a walk over to Insomnia Cookies and prep yourselves for something cheap and sweet. You’re welcome to their traditional cookies, but we dare you to go bolder with a cookie a la mode or one of their ice cream-filled ‘wiches. There aren’t any fancy/over-the-top flavors here; just classic options that are tried and true—which is basically their general hook, as these cookies are so good, they don’t require any additional pizazz.