Now that you’ve marked an achievement with your very own Tiffany Celebration® Rings (and if you haven’t, what are you waiting for?), it’s time to skip town for an intriguing destination that befits your lively spirit. We’re here to help you keep winning at life, so start with our suggestions below.
The Bowery Hotel
The coolest hotel in the East Village, The Bowery feels like a lush, old-world mansion, and is a great spot to run into an Olsen twin or a member of Radiohead. A stay also guarantees you access to its namesake bar, where you’ll witness a tableau of chic downtown types lounging about. They come here for a reason: The hotel is notoriously discerning in how it populates its social spaces.
Like the Bowery Hotel, this castle-like escape boasts a vibrant scene that will have you rubbernecking at the sight of A-listers. But what makes this locale legendary is its rich history. Once an enclave for Hollywood legends such as Greta Garbo and Marilyn Monroe, it went on to become a rock hangout thanks to visits from Led Zeppelin (among others). It’s also famous for a few illicit activities … but you’ll be on your best behavior, right?
Possibly the only luxe lodging in this fine country with a bacon-themed restaurant (from David Burke), this boutique hotel facilitates the consumption of such diabolical specialties as a hot dog spiked with bacon jam. Feel free to wash that down with a much drooled-over cocktail from JIMMY Chicago, the speakeasy hidden behind the eatery. Need more incentive? Book a stay of at least three nights and get one or more of them free.
The Standard Spa Miami Beach
For a truly pampered trip, hit The Standard. You would be remiss to visit Miami without a lingering stop at this hotel’s hamam (or Turkish bath), which is supplemented by health treatments and fitness classes. Outside, verdant gardens lead up to a Mediterranean-themed restaurant that catches the bay breeze in all the right ways. Just imagine returning from vacation healthier than when you left.
A swanky, private social club, The Battery doubles as a hotel where guests receive full benefits: live music, tastings, talks. To preserve its relaxed vibe, the spot—which prides itself on diversity—limits tech-millionaire membership. For bragging rights, its restaurant boasts a wine list of more than 700. And to stoke curiosity, it bans picture-taking, adding an air of mystery to its rumored hot tub that seats 20. Expect to make friends.