Town of Southampton Holidays 2026

Photo by Brittany Schreiber

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Top destinations in Town of Southampton

A beach with a wooden fence, a lifeguard tower, and a house with a balcony overlooking the ocean.

A marina with several boats docked, including a white motorboat and a sailboat with a canopy.

A vineyard with rows of grapevines and a grassy path.

Top hotels in Town of Southampton

The Atlantic Hotel

1655 County Road 39 Southampton NY

Rp3.334.072

Rp4.252.303 total

27 Sept - 28 Sept

includes taxes & fees

7.2/10 Good! (1,009 reviews)

"This hotel is a dump and needs a complete overhaul. The paint is peeling the bathrooms are miniature and toilets don’t work. There is no maid service and they lie on their ad about taking guests to the shore it really should be torn down."

Reviewed on 25 Aug 2026

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY

Rp3.589.313

Rp4.100.856 total

31 Aug - 1 Sept

includes taxes & fees

Budget Host East End

30 Lake Avenue Riverhead NY

Fully refundableReserve now, pay when you stay

Rp2.215.375

Rp2.531.067 total

30 Aug - 31 Aug

includes taxes & fees

See all 1,952 properties in Town of Southampton

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Town of Southampton holiday package cost?

Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Town of Southampton from just . And the more you bundle, the more dollars you save. The holiday of your dreams has never been so affordable.

How do I get a cheap travel package to Town of Southampton?

Bundling your hotel and flight with Expedia won't just save you time — it'll save you a few dollars too. A Town of Southampton holiday package makes it simple to create your ideal trip. With more than 550 airlines all over the world to choose from, finding flights that fit your schedule will be no sweat. In addition to that, we have over 1,000,000 hotels globally to take your pick of. Now that's choice! No matter who you are, Expedia puts more of the world within your reach.

Where should I stay in Town of Southampton?

A holiday in Town of Southampton isn't complete without seeing Coopers Beach, Wolffer Estates Vineyard and The Hamptons Beaches. Spend your nights near these attractions and make sightseeing a breeze.

What are the top hotels in Town of Southampton?

Travellers journeying to Town of Southampton often stay in Village of Southampton. Southampton Inn and The Atlantic Hotel are well-known options in this neighbourhood. But it's not the only interesting place around town! Bay Point is also a great area and where you'll find Paddle Board Beach Sunsets Fine Dining Vineyards This Is The Ideal Getaway and Sag Harbour Beauty Walk To Beach Minutes From The Village.

How far in advance should I book my Town of Southampton holiday?

While not all airlines advertise tickets early, customers are usually able to compare international airfares on Expedia up to a year in advance. This is the time when you can score some fantastic deals. If you're purchasing tickets last minute, you might still be in luck. Sometimes the lowest prices become available a few weeks before departure.

What does an Expedia Town of Southampton travel package include?

Rental cars, hotels and flights, or any combination of them — you decide! Whether you're headed to Town of Southampton with the family or adventuring with your friends, there's a package to match every style and budget. Once you've made your booking, why not add on a few tours and experiences?

What should I know before booking a Town of Southampton travel package?

An Expedia travel package can be customized for your budget and is a fantastic way to make your money go further. What you include is completely up to you. Rental cars, hotels and flights — choose any combination that suits your style.

Can I choose my airline with a Town of Southampton Expedia holiday package?

Definitely. Expedia has more than 550 airline partners to choose from globally. With such a big range of choice, finding the perfect carrier to get you to Town of Southampton won't be difficult.

If I'm not able to travel, can I cancel my Town of Southampton holiday package?

It is possible to cancel your Town of Southampton booking if your travel plans have changed. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.

Stay near popular Town of Southampton attractions

A beach with sand dunes and a person walking along the shore.

Cooper's Beach

9.2/10 (171 reviews)

Escape NYC to play in the waves, sunbathe on fine, white sands or stroll past the exclusive mansions that line the dunes of one of the best beaches in the Hamptons.

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A wooden barrel with the text "CADUS - France - Sensoriel 2013 ACCESS 22mm-French oak-30 months air dried ML+Pur Process WOLFFER ESTATE VINEYARD".

Wolffer Estates Vineyard

9.4/10 (83 reviews)

Discover the country charm of the Hamptons by visiting this European-style winery with nearby equestrian center, outdoor wine bar and classy restaurants.

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A sandy beach path with wooden fences on either side leading to the ocean.

Ponquogue Beach

9.2/10 (70 reviews)

Stretching along a narrow strip of land on Long Island’s southern shoreline is this beautiful sandy beach. Relax in the sun or get active on the sand or water.

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An art gallery with a wooden ceiling and a long hallway displaying various artworks.

Parrish Art Museum

9.0/10 (9 reviews)

Browse the contemporary artwork displays, discover the talents of some the Hamptons best known artists and admire the barn-like design of this Long Island legend.

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Shinnecock Nation Cultural Center and Museum

9.6/10 (5 reviews)

Learn about the traditional ways of life of the Shinnecock and admire indigenous artworks in Long Island’s only Native American-owned and operated museum.

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