Southampton Holidays

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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.

Top hotels in Southampton

The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
The price is Rp1.878.132 per night from 24 Nov to 25 Nov
Rp1.878.132
Rp2.599.441 total
24 Nov - 25 Nov
includes taxes & fees
7.2/10 Good! (1,002 reviews)
"Booked stay at The Atlantic through Expedia. This was one of the only times that I have booked through a third-party vendor like Expedia. I believe I paid a deposit on the room for one night's stay (the Saturday of Columbus Day weekend). Had a lovely afternoon/evening in Sag Harbor and headed to ..."

Reviewed on 1 Nov 2026

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 Rp2.994.255 per night from 3 Nov to 4 Nov
Rp2.994.255
Rp3.420.935 total
3 Nov - 4 Nov
includes taxes & fees
9.6/10 Exceptional! (615 reviews)
"N/A"

Reviewed on 1 Nov 2026

The Bentley Hotel Southampton
Southampton Inn

Southampton Inn

3 out of 5
91 Hill Street Southampton NY
The price is Rp3.629.400 per night from 3 Nov to 4 Nov
Rp3.629.400
Rp4.442.204 total
3 Nov - 4 Nov
includes taxes & fees
8.6/10 Excellent! (601 reviews)
"The check-in date of 4PM in the afternoon was a turn off given you are paying foe the full day. Bit of a money grab. Further the gentleman at the front desk who checked us in when we got there was arrogant. Otherwise a nice stay."

Reviewed on 30 Sept 2026

Southampton Inn
See all 543 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.

Stay near popular Southampton attractions

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

Cooper's Beach

9.2/10 (171 reviews)
Cooper's Beach dazzles with pristine white sands and Atlantic views against a backdrop of Hamptons mansions. Enjoy the gentle surf, rent chairs and umbrellas, or visit the beachside café.
See properties

What to do in Southampton

great fun with friends

Full Day Private Long Island Wine Tours from New York City

Rp3.395.574
per adult
Full Day Private Long Island Wine Tours from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

Rp23.337.834
per traveller
The Hamptons and Long Island Wineries Private Tour
Hamptons Private Day Trip from New York City

Hamptons Private Day Trip from New York City

Rp23.337.834
per traveller
100% of travellers recommend
Hamptons Private Day Trip from New York City
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.