Long Island may be just across the East River from Manhattan, but The Hamptons will make you feel a million miles away from the Big Apple. These ritzy seaside communities aren’t reserved only for Jay Gatsby and his guests – you’re also welcome to pamper yourself with a proper getaway on a whim. Say goodbye to the fast-paced lifestyle of the city and hello to the mellow beach havens surrounding the best hotels in The Hamptons – all bookable via Culture Trip.
The Roundtree wants to give you the definitive Hamptons hotel experience from sunup to sundown. Let them show you to a private cottage that’ll act as your peaceful retreat for the weekend. As you unpack, they’ll ready beach essentials including parking passes, cruisers, and beach chairs so that you’re all set to worship the sun. Fortify yourself with evening s’mores to get to happy hour, though those who prefer a more refined treat can easily request caviar and champagne.
When it comes to the best hotel in The Hamptons, Gurney’s is the name that always comes up in conversation. It’s the sole luxury hotel in The Hamptons that’s right on the beach and it should come as no surprise that access to the Beach Club is a given. They’re happy to provide shuttle service to their sister resort, but why not get behind the wheel of a BMW and drive there yourself? Just make sure you’re back in time to snag a coveted seat at The Firepit outdoor lounge.
Who needs hotels in the Hamptons when you can have motels in Montauk? Daunt’s Albatross is far from a roadside motel – unless you’re used to highway haunts that happen to be within 100ft (30m) of the ocean. This place also has a saltwater pool, a yoga studio, and complimentary bicycle rentals so you can explore downtown to your desire. Suites are available for apartment-like living, but for the true blue motel vibes, a standard room should suffice.
A stay in the heart of The Hamptons warrants the lavish amenities at Topping Rose House. How do you take your coffee? On the private rooftop on one of their cottage houses, we hope. Take in the lush landscaping, knowing that there’s a luxury private shuttle waiting to whisk you to the beach on a whim. The cawing of the gulls will have to wait until after a group fitness class (and cool down custom massage, of course). Return from the shore with a glow only rivaled by the flame flickering before your parmesan crusted chicken at Jean-Georges.
The creatives, the cultured and the quirky will all find a home at The Harborfront Inn. The exceptionally accepting North Fork community will feel like a second home the moment you unpack your bags in a harbor-view terrace suite. Watch the ferries float by without a care in the world from your private 1,000sqft (92sqm) rooftop deck with a cup of coffee in one hand and your other arm wrapped around your sweetie.
Dive into the East End of Long Island at the Shearwater Inn. This family-owned B&B is just over a mile from Squires Beach, putting a day beside the Shinnecock Bay always within reach. Right at the Gateway to The Hamptons, all guest rooms have private bathrooms and electric kettles so you can sip tea on your private patio without roaming too far from bed. Should you fancy a wander, the Pine Neck Sanctuary next door is a wonderful place to get lost in thought.
The Preston House & Hotel’s original floors, beams, and other sensitively restored elements are only complemented by the modern refinements throughout the space. High-tech amenities such as Tesla charging stations and Bluetooth music stations add a little spark to your stay. You’ll walk the line between classy and contemporary from morning to night as you choose between fine dining or a food truck, and lounging by the off-site outdoor pool or having the knots massaged out of your shoulders as part of in-room spa treatments.
As long as no one pinches you, you’re free to spend your vacation in a dream-like state at this remarkable hotel in The Hamptons. Close your eyes and let serendipity guide you through the luxurious amenities on-site, from wine pairing at the Zagat-rated Desmond’s restaurant to the 10,000sqft (930sqm) salon and spa that will pamper you like it’s your wedding. Want to really live it large? Book the Ambassador Suite and let the opulence of six-foot soaking tubs and plush terrycloth robes embrace you as part of an unforgettable stay.
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meet our Local Insider
HOW LONG HAVE YOU BEEN A GUIDE?
WHAT DO YOU LOVE ABOUT YOUR JOB?
It's the personal contact, the personal experiences. I love meeting people from all over the world... I really like getting to know everyone and feeling like I'm traveling with a group of friends.
WHAT DESTINATION IS ON YOUR TRAVEL BUCKET-LIST?
I have so many places on my list, but I would really lobe to go to Africa. I consider myself an “adventure girl” and Africa feels like the ULTIMATE adventure!
Every CULTURE TRIP Small-group adventure is led by a Local Insider just like Hanna.
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Connect with like-minded people on our premium trips curated by local insiders and with care for the world
Since you are here, we would like to share our vision for the future of travel - and the direction Culture Trip is moving in.
Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.
Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.
Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.
We know that many of you worry about the environmental impact of travel and are looking for ways of expanding horizons in ways that do minimal harm - and may even bring benefits. We are committed to go as far as possible in curating our trips with care for the planet. That is why all of our trips are flightless in destination, fully carbon offset - and we have ambitious plans to be net zero in the very near future.