Nestled away on a fairly normal looking street in the Flatiron District, the steps down to Raines Law Room (which could easily be missed if you don't know what you're looking for) transport you to another side of New York.
Guests are greeted warmly at the door and welcomed through a softly lit lounge into an area known as The Parlour. Plush sofas and 1920s era furniture pieces are a taste of the cocktails to come, and each banquette is equipped with a push-button bell to summon your server.
We picked a couple of our favourite cocktails (priced at a similar level to what you'd pay at a decent hotel bar) and sat back to enjoy the ambiance of the place. The drinks list itself is biased towards gin and bourbon, which is reminiscent of the prohibition-era style that the bar itself exudes, but there's no risk in going off-menu here as the staff are all expert mixologists.
One more highlight is the opportunity to walk through the bar/kitchen area at the back... taking the physical barrier out of the server / guest relationship is a nice touch, and one that keeps down the pretensiousness that some high-end bars tend to fall into.
Take a date, and take your time.