The Montauk Beach House
- Style: Classic
This is the kind of convivial, party-prone place you want to go with your whole crew—in fact, it’s pretty much the heart of Montauk’s social scene. Need proof? The events calendar is loaded with activities that range from morning zen sessions to live tattooing to poolside socials. If and when shuteye is required, the vintage-themed guest rooms are meant to be shared—plus, they’re equipped with beds so fluffy you’ll gladly sleep through prime pool time.