Southampton Holidays

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Southampton Holiday

Southampton Beach Holiday

There's nothing more delightful than a Southampton holiday. Whether you're sipping on refreshing margaritas at a local hot spot or reading your favourite magazine along the water's edge, your trip to Southampton is the time to live out your beachy daydreams. Many people choose to stay close to Cooper's Beach, situated just 5 kilometres from downtown. However, you'll also discover a great range of Southampton packages around Meschutt Beach and Ponquogue Beach, two other superb nearby options.

Things You Should Know About Southampton

  • If you're after that seaside lifestyle, check out our Southampton beach hotels. Beautiful water views and fresh sea air — what more could anyone ask for?
  • Private holiday homes are another popular choice for travellers planning a stay in Southampton. Some great options are SH001 5 Bedroom Holiday home By Senstay and Casa Newmark Holiday home 7 BestStayz.1.
  • Southampton is home to roughly 3 100 people. Why not head out and have a conversation with a few of them? It's a terrific way to get some local knowledge! You can also look up our Southampton things to do page.
  • After you've saved loads by booking a Southampton holiday package, you can splurge on unforgettable travel experiences. Cooper's Beach, Meschutt Beach and Wolffer Estates Vineyard are a few attractions that should be on your must-see list.

Our pick of the best Southampton Hotel Deals

The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
7/10 Good! (889 reviews)
"It was cool"

Reviewed on 2 Aug. 2025

Get rates
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd, Southampton, NY
Fully refundableReserve now, pay when you stay
The price is NZ$477 per night from 3 Sept to 4 Sept
NZ$477
3 Sept - 4 Sept
includes taxes & fees
9.4/10 Exceptional! (303 reviews)
Hamptons
"The room was totally renovated and very comfortable, you would not expect this since the outside looks dated but inside is beautiful!"

Reviewed on 1 Aug. 2025

The Bentley Hotel Southampton
Capri

Capri

3.5 out of 5
281 County Road 39A, Southampton, NY
The price is NZ$1,014 per night from 7 Aug to 8 Aug
NZ$1,014
7 Aug - 8 Aug
includes taxes & fees
6.4/10 (239 reviews)
"Great s"

Reviewed on 16 Jul. 2025

Capri
See all 538 properties in 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.

Discover the most popular places to visit in Southampton

Halsey House

Halsey House

You can spend time studying the exhibits at Halsey House during your travels in Village of Southampton. While you're in the area, stroll along the beautiful beaches.

Halsey House

Shinnecock Hills Golf Course

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

Shinnecock Hills Golf Course

Agawam Park

Explore the great outdoors at Agawam Park, a lovely green space in Village of Southampton. While you're in the area, stroll along the beautiful beaches.

Agawam Park

What to do in Southampton

Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

NZ$246
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
East Hampton Shops

Hamptons Private Day Trip from New York City

NZ$2,159
per traveller
Hamptons Private Day Trip from New York City
Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting

From Mattituck: North Fork Area Bike Tour with Food Tasting

NZ$231
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
See all activities in Southampton

Frequently asked questions

How much does a Southampton holiday package cost?
You can grab a holiday package to this top destination on Expedia. But how much your holiday to Southampton costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Southampton?
February, March and December are great times to search for cheap Southampton holiday packages. Travelling in quieter periods means you'll typically find reduced prices on hotels and flights.
How many days is enough for Southampton?
With a well-planned schedule, you can easily tick off the most popular Southampton sights in a handful of days. But if you prefer to explore off the beaten track or take day trips, think about booking your Southampton holiday for longer.
Is it worth booking a holiday package to Southampton?
Southampton offers everything you need for an unforgettable trip. Begin your Southampton holiday on a high note by checking out popular attractions like Shinnecock Hills Golf Course.
How to find the best Southampton package deals?
Begin your search for a Southampton package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Southampton package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Southampton escape underway.
Is it cheaper to book a Southampton holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component separately. And you'll still have the flexibility to create a customised Southampton holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Southampton?
If you've got your Southampton holiday dates locked in, book as soon as you can to snap up some fantastic deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for quick escapes.
How to plan a trip to Southampton?

  1. Pick your dates: The things you plan to do in Southampton and your preferred season can help you decide when to travel.
  2. Set your budget: Consider expenses such as flights, transportation and food when calculating how much to save for your trip to Southampton. Then, select a hotel that matches your budget, whether that's a wallet-friendly stay or a swankier retreat.
  3. Decide how long to go away for: Now that you're more familiar with Southampton, you can figure out the right length of your break. Pull together a rough plan and allocate enough time for all the things you want to do.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Southampton holiday package that brings all your bookings together.

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