290 Old Montauk Hwy, Montauk
Thanks to a recent face-lift, this big resort in Montauk, which ranges along a prime slice of beach, is a good option, particularly if you have kids or a bigger group. Beyond a spate of great restaurants (Tillie's, Scarpetta, a coffee shop in the lobby), there's a kid's club, a beach club, and all the amenities you'd expect from a mainland hotel, like free Wifi, a gym, a pool, and a spa. It's also one of the area's only year-round resorts, which is great if you're hoping to make a visit during the quieter spring or fall months—just be sure to request a renovated room.
Hero Beach Club
626 Montauk Highway, Montauk
This refurbished seaside retreat (formerly the Oceanside hotel) quietly opened in the summer of 2017 out in Montauk, a spot not exactly known for it's blissed out tranquility in the summer months. Here, along Montauk's Umbrella Beach, this 34-room getaway features tastefully beach-y furnishings imported from Bali, the kind of mattress you'd happily spend the weekend lounging on courtesy of Tomorrow Sleep, and crisp linens from Hill House Home. (Several of the rooms also have a balcony.) In the morning, there's a small breakfast set-up (bagels, coffee) but not too many other frills—and that's kind of the point. The delightfully in-the-know hotel staff will set you up with everything from, say, surf lessons to tip you off to the best lobster shack in town. On the property, they're featuring yoga on the lawn four days a week and have plans to build out the wellness offerings come the summer 2018 season.
Address provided upon booking; Montauk
As the eye behind well-trafficked Montauk spots Ruschmeyer's and Surf Lodge, interior designer Robert McKinley is no stranger to the beach town's mellow vibe and wild coastline. So it follows that just in time for the East End's summer crunch (where prime lodging books up months in advance), McKinley and his wife, Kate Nauta, have opened McKinley Bungalow, a sprawling four-bedroom ranch-style home available for rent (there's a three-day minimum). We love the design details here, like natural oak floors and exposed beams, vintage decorative objects mixed with Mid-century-style furniture, and the open kitchen and living room that flow into one another, which makes for a lively communal space for families or weekend guests. The backyard, meanwhile, is storybook Hamptons, lined with seagrass and white hydrangeas and comes with a BBQ and communal table for outdoor meals. There's also a stash of Shinola bikes (Ditch Plains, known for its long surf break, is just a five-minute ride away). And if you really love it, everything (yes, everything), including the linens and furniture, is entirely shoppable, should you want to bring some of those Montauk memories home with you. …
The Crow’s Nest Inn
4 Old West Lake Dr., Montauk
The 14-room hideaway is removed enough from the crush of Montauk crowds but an easy bike ride away from town when you need it. As for the design? It's the brainchild of hotelier Sean McPherson (of the Bowery and the Marlton fame), which means every detail has been considered from the crisp Indian-inspired John Robshaw bedding and shibori-dyed throw pillows to a fridge stocked with Tate's Bakeshop cookies and Wölffer rosé. For families traveling together, or for those seeking a bit more space, the collection of David Pharaoh Cottages are a solid option since each has its own kitchenette, daily housekeeping, and a beach parking pass (clutch if you've ever brought a car out to Montauk in the summer). During the day, a small-but-thoughtful breakfast spread includes fresh berries, croissants, coffee and a stack of the New York Times; come evening, grab a table at the on-site Mediterranean-inflected restaurant, which serves up everything from curried vegetable ragout and blue crab claw tagliatelle to fresh whipped ricotta and local kale salad. Stop by Melet Mercantile, a jewel-boxed sized outpost of the vintage connoisseur's Manhattan outpost, for an expertly curated selection…
The Montauk Beach House
55 S. Elmwood Ave., Montauk
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.
The Surf Lodge
183 Edgemere St., Montauk
City-dwellers looking to trade the swankiness of the Hamptons for something a bit more laidback generally head here. At its core, this lakeside escape caters to the surfer set, which explains the massive pileup of longboards. Though modest in size, the 19 guest rooms—complete with hanging egg chairs and luxe bedding—are the ideal home-away-from home. The in-room hammocks, beachside bonfires, and whitewashed wood flooring lend themselves nicely to the chill vibe of the place. But still, thanks to its close proximity to Montauk's main drag, the late-night scene can get rowdy to say the least. In the capable hands of Executive Chef Rober Sieber, the The Surf Lodge Restaurant has earned a reputation for providing diners a fresh seafood-minded menu that features impressive fresh seafood towers and a signature lobster roll.
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