Where to Book Your Stay in the Hamptons, New York State

Enjoy somewhere special to stay like this for your next getaway to the Hamptons
Enjoy somewhere special to stay like this for your next getaway to the Hamptons | Courtesy of Sound View Greenport / Booking.com
Pierre de Villiers

The Hamptons are as much a state of mind as they are a wildly popular holiday destination. The mere mention of the collection of communities on the eastern end of Long Island in New York State conjures up the feeling of soft sand between your toes, the sun on your back and a general un-clenching that comes with leaving the city behind for a small seaside village. Yes, being a playground for the rich and famous means there is an air of exclusivity, but, if you know where to stay in the Hamptons, you can experience everything the South Fork of Long Island has to offer, including these great places to stay – bookable on Culture Trip.

1. The Roundtree, for historic charm

Luxury, Boutique Hotel

A double room at the Roundtree
Courtesy of the Roundtree / Booking.com

History, style and a touch of whimsical all go into the mix at this popular East Hampton boutique hotel. Accommodation here is all earthy-tone elegance – renovated deluxe rooms or cottages seamlessly blending historic beauty and mod cons. Particularly impressive is the 250-year-old three-bedroom cottage – with a cathedral ceiling and two bathrooms. Meanwhile, s’mores are prepared in the backyard every night and bikes and swimwear are available to make the most of the surrounding area.

2. Topping Rose House, for first-class treatment

Luxury, Hotel

A double room at Topping Rose House
Courtesy of Topping Rose House / Booking.com

The fact that Topping Rose House has a fleet of luxury cars that shuttle its guests around town and to Hampton’s glorious beaches is indicative of the bespoke service you can expect at this luxury hotel. A renovated 19th-century mansion, you’ll find traditional architecture mixing with contemporary design across the 16 rooms – while a restaurant by star chef, Jean-Georges Vongerichten, a heated outdoor pool, spa services and creative cocktails on tap means the lavish treats keep on coming.

3. The Preston House & Hotel, for original beams and rich decor

Boutique Hotel

The dining area at Preston House, including wooden tables, gray seating and wood-panelled walls
Courtesy of Preston House / Expedia

Situated in downtown Riverhead, the Preston – conveniently – is minutes away from the Hamptons on the South Fork and close to the historic wine country of Long Island on the North Fork. The building itself dates back to 1905 and was once owned by Henry H Preston – the first salaried sheriff of Suffolk County. While the rooms are spacious and modern, the hotel has held onto its historic charm – boasting the original floors, beams, fireplace, stonework, barn doors and hardware.

5. Gurney's Montauk Resort & Seawater Spa, for mind-blowing ocean views

Resort, Spa Hotel

The light lounge area leading onto a balcony with a sea view at Gurneys Montauk
Courtesy of Gurney's Montauk / Expedia

The only luxury hotel in the Hamptons that’s right on the beach, Gurney’s Montauk Resort & Seawater Spa has the most stunning panoramic vistas from all of the 158 rooms, suites and beachfront cottages. Importantly, you also get access to the Beach Club – the resort’s 609m (2,000ft)-long private stretch of sand that’s kitted out with everything you need for a day in the sun, including hundreds of beach chairs and umbrellas.

6. A Butler's Manor, for a personalized touch

Bed and Breakfast

A double room at a Butlers Manor
Courtesy of a Butler's Manor / Booking.com

Channeling that of an English butler, a Butler’s Manor is the sort of place that anticipates your needs – rather than reacting to them. Made up of only five rooms on an acre (0.4ha) of English gardens, you’re assured of a personal touch – with staff keen to share insider’s knowledge on where to find the best beach, a top dining spot, or watering hole for a cocktail. If Anglophiles need more convincing that this is a little slice of English hospitality, a Butler’s Manor is located in Southampton – the oldest English settlement in New York State.

7. The Sag Harbor Inn, for harbor-side history

Inn

Large comfy king room with waterfront views at the Sag Harbor Inn
Courtesy of the Sag Harbor Inn / Expedia

As the name suggests, this harbor-side inn is within walking distance of the historic village of Sag Harbor – a major whaling and shipping port in the 19th-century before becoming a bolt-hole for the wealthy who have long been charmed by its recuperative powers. A stay at the Sag Harbor Inn certainly puts the spring back in your step – whether it’s the fresh sea air or the views over Sag Harbor Cove with its collection of colorful sailboats.

8. Sound View Greenport, for a taste of the sea

Hotel

An open plan bedroom with sea views at the Sound View Greenport
Courtesy of Sound View Greenport / Booking.com

If you ever wondered where to stay in the Hamptons to feel like a local, the Sound View Greenpoint is the place for you. Taking inspiration from classic, modernist North Fork beachside homes, every room here has two sets of doors – one that leads directly to the outside path system, the other to the hotel’s private beach. Seafood restaurant, the Halyard, allows you to get a taste of the region’s produce – supplied by local foragers, farmers, growers and fishermen.

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.

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