A man carrying a woman in front of a pool with two American flags, surrounded by greenery and a monument.

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Town of Southampton Holidays

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  • Your Town of Southampton Holiday

    Leave the travel planning up to us with a Town of Southampton holiday package. With everything organised before you leave, the only thing left for you to do is sit back, relax and enjoy this destination's many wonders. Your trip to Town of Southampton wouldn't be complete without exploring some of its best cities, starting with Southampton. Two of the top attractions here include Mecox Bay and The Hamptons Beaches. Shinnecock Hills is another favourite with Town of Southampton travellers. Visitors to this exciting destination enjoy Indian Island County Park and Mecox Bay. Whether you're travelling for a couple of days or a couple of weeks, Expedia are here to help you customise your next dream Town of Southampton holiday.

    Top destinations in Town of Southampton

    A pebbled beach at sunset with the sun setting over the horizon.

    Riverhead

    A welcome sign for the village of Southampton, established in 1640, with a cyclist on the road.

    Southampton

    A marina with several boats docked, a community bandstand, and a restaurant named American Legion.

    Sag Harbor

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

    Hampton Bays

    A lake surrounded by residential properties, a tennis court, and a large house with a swimming pool.

    Bridgehampton

    A coastal landscape with green marshland and a distant shoreline.

    Westhampton Beach

    A beachfront with houses and dunes.

    Westhampton

    A sign for the Parrish Art Museum surrounded by a white fence and greenery.

    Water Mill

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

    Sagaponack

    Top Town of Southampton flight + hotel deals

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    Discover the most popular places to visit in Town of Southampton

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

    Cooper's Beach

    Rating: 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

    Rating: 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

    Rating: 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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    A sign for the Parrish Art Museum surrounded by a white fence and greenery.

    Parrish Art Museum

    Rating: 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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    A two-story brick building with a marquee sign reading "WESTHAMPTON" and an American flag above the entrance.

    Photo by Sarah Sundberg

    Westhampton Beach Performing Arts Center

    Rating: 8.6/10 (7 reviews)

    Enjoy an outing to Westhampton Beach Performing Arts Center during your stay in Westhampton Beach. Wander the beautiful beaches in this quaint area.

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    Shinnecock Hills Golf Course

    Rating: 8.6/10 (14 reviews)

    Enjoy a round of golf in Tuckahoe at Shinnecock Hills Golf Course. While you're in the area, stroll along the beautiful beaches.

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    Noyac Golf Club

    Rating: 6.4/10 (5 reviews)

    Enjoy a round of golf in Noyack at Noyac Golf Club. While you're in the area, stroll along the beautiful beaches.

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    Meschutt Beach

    Rating: 8.6/10 (64 reviews)

    If a restful holiday is part of your travel plans, Meschutt Beach might be the perfect place to visit during your trip to Hampton Bays. While you're in the area, stroll along the seaside.

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    What to do in Town of Southampton

    great fun with friends

    Full Day Private Long Island Wine Tours from New York City

    £141

    per adult

    0% of travellers recommend

    Hamptons Private Day Trip from New York City

    Hamptons Private Day Trip from New York City

    £975

    per traveller

    100% of travellers recommend

    Wine and grapes against the sea

    The Hamptons and Long Island Wineries Private Tour

    £970

    per traveller

    0% of travellers recommend

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    Town of Southampton Hotel Deals

    The Bentley Hotel Southampton

    A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.
    • Address: 161 Hills Station Rd, Southampton, NY, 11968, US
    • Location: 2 mi from Town of Southampton
    • Star rating: 2/5
    • Guest rating: 9.6/10 (Exceptional, 617 reviews)
    • Price: £101, includes taxes & fees, 22 Nov - 23 Nov

    The Hampton Maid

    A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.
    • Address: 259 E Montauk Hwy, Hampton Bays, NY, 11946, US
    • Location: 0.8 mi from Town of Southampton
    • Star rating: 2.5/5
    • Guest rating: 9.4/10 (Exceptional, 818 reviews)
    • Price: £181, includes taxes & fees, 23 Nov - 24 Nov

    Hamlet Inn

    A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.
    • Address: 300 Montauk Highway, Southampton, NY, 11968, US
    • Location: 2.3 mi from Town of Southampton
    • Star rating: 2/5
    • Guest rating: 8.6/10 (Excellent, 518 reviews)
    • Price: £104, includes taxes & fees, 13 Nov - 14 Nov

    The Penny Lane

    A conservatory with a sofa, chairs, a small table, and a view of houses.
    • Address: 16 Penny Lane, Hampton Bays, NY, 11946, US
    • Location: 1.6 mi from Town of Southampton
    • Star rating: 3/5
    • Guest rating: 9.2/10 (Wonderful, 131 reviews)
    • Price: £125, includes taxes & fees, 15 Nov - 16 Nov

    Seven Beach Lane

    A modern two-story building with a pool area featuring sun loungers and umbrellas.
    • Address: 7 Beach Ln, Westhampton Beach, NY, 11978, US
    • Location: 8.9 mi from Town of Southampton
    • Star rating: 2/5
    • Guest rating: 9.6/10 (Exceptional, 53 reviews)
    • Price: £162, includes taxes & fees, 15 Nov - 16 Nov
    • Review: We enjoyed staying off season. Amelia greeted us in a way consistent with the peaceful laid back atmosphere during our 10 days.

    Sag Harbor Inn

    A waterfront property with a large house, multiple boats docked, and lush greenery.
    • Address: 45 West Water Street, Sag Harbor, NY, 11963, US
    • Location: 13.3 mi from Town of Southampton
    • Star rating: 3.5/5
    • Guest rating: 9.4/10 (Exceptional, 689 reviews)
    • Price: £187, includes taxes & fees, 16 Nov - 17 Nov
    • Review: The Hotel was just about empty and I thought they could have given us a room with an water view.

    Southampton Inn

    Restaurant
    • Address: 91 Hill Street, Southampton, NY, 11968, US
    • Location: 5.1 mi from Town of Southampton
    • Star rating: 3/5
    • Guest rating: 8.6/10 (Excellent, 603 reviews)
    • Price: £183, includes taxes & fees, 13 Nov - 14 Nov

    Hampton Bays Hotel on Main

    A modern hotel room with a large bed, a framed picture on the wall, and a wooden floor.
    • Address: 2 W Montauk Hwy, Hampton Bays, NY, 11946, US
    • Location: 1.7 mi from Town of Southampton
    • Star rating: 2/5
    • Guest rating: 7.6/10 (Good, 129 reviews)
    • Price: £99, includes taxes & fees, 13 Nov - 14 Nov

    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.

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    Frequently Asked Questions

    How much does a Town of Southampton travel package cost?

    The most affordable Town of Southampton travel package is £1,065, so your dream escape can become a reality — without breaking the bank. Combine flights, hotels and car rentals to tailor a package that suits your travel style.

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

    Certainly, and we're here to help. You may be able to amend or cancel your Town of Southampton travel package for free within 24 hours of booking. But you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If life gets in the way of your holiday, have a look at our Customer Service Portal for further information.

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

    By bundling. Hotels, flights and rental cars — combine whatever you need into a Town of Southampton holiday package to save a pile of cash. Score even better deals when you include extras such as tours or experiences to your booking. But that's not the only impressive part. You have the flexibility to customize your holiday your way. We offer more than 550 air carriers and 1,000,000 properties across the world, so that everyone has an opportunity to travel and fulfil those holiday dreams.

    Does Expedia offer Book Now, Pay Later Town of Southampton holidays?

    Your bank balance shouldn't stop you from escaping on holiday, so Expedia has worked out a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fabulous getaway without using up all your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Consider one of these flexible payment options:

    • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's easy monthly instalment plans. If paying just a small amount each month sounds right for you, pick this option at checkout.
    • Pay in instalments holidays: Into the idea of paying for your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
    • Low deposit holidays: Clicking on the "book now" button is easier with this plan. Simply put down a small deposit on your booking and then get on your way.

    Where should I stay in Town of Southampton?

    A trip to Town of Southampton isn't complete without seeing Meschutt Beach, Shinnecock Hills Golf Course and Ponquogue Beach. Stay near these popular attractions and make sightseeing easy.

    What are the top hotels in Town of Southampton?

    If this will be your first time in Town of Southampton, make a reservation at Hyatt Regency Long Island or Holiday Inn Express Hauppauge, an IHG Hotel. Both hotels offer comfy beds and are top options with lots of travellers.

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

    It all depends on the air carrier, but it's usually possible to look up international fares on Expedia up to a year in advance. While it's generally a good idea to book ahead of time, lucky travellers occasionally nab a cheaper flight just weeks before their intended journey.

    What does an Expedia Town of Southampton travel package include?

    With Expedia, you can choose a combination of car rentals, hotels and flights to build your perfect Town of Southampton travel package. Once you've made your booking, you can add on the fun things like tours and experiences. Don't forget — the more you bundle, the more dollars you'll save!

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

    We already have low prices. However, you'll enjoy even more savings if you book your flights, hotels and car rentals together. With an Expedia package, you'll get transparent pricing and a huge range of choice.

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

    With a travel package, you're in charge. Whether you're looking to fly to Town of Southampton in economy or first class, simply choose from the available airline options. Expedia has access to more than 550 partner airlines globally.

    * Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.