Southampton Vacations

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Find the Best Southampton Vacation Packages

Southampton Beach Vacation

There's nothing more delightful than a Southampton vacation. Whether you're sipping on refreshing margaritas at a local hot spot or reading your favorite 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 kilometers 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 vacation homes are another popular choice for travelers 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 vacation 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.

Southampton Hotel Deals

The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
The price is ₩347,964 per night from Aug 17 to Aug 18
₩347,964
₩432,194 total
Aug 17 - Aug 18
includes taxes & fees
7/10 Good! (890 reviews)
"Everything you need, incredible."

Reviewed on Aug 3, 2025

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 ₩304,867 per night from Sep 3 to Sep 4
₩304,867
₩387,847 total
Sep 3 - Sep 4
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 Aug 1, 2025

The Bentley Hotel Southampton
Capri

Capri

3.5 out of 5
281 County Road 39A, Southampton, NY
The price is ₩685,951 per night from Aug 7 to Aug 8
₩685,951
₩831,715 total
Aug 7 - Aug 8
includes taxes & fees
6.4/10 (239 reviews)
"Great s"

Reviewed on Jul 16, 2025

Capri
See all 533 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

Shinnecock Museuem and Cultural Center featuring heritage elements

Shinnecock Nation Cultural Center and Museum

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.

Shinnecock Nation Cultural Center and Museum
Southampton Historical Museum

Southampton Historical Museum

Catch a glimpse of Southampton’s pioneering days in the town’s charming collection of artisan workshops and colonial buildings full of English-style furniture.

Southampton Historical Museum

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

Frequently asked questions

How much does a Southampton vacation package cost?
You can grab a vacation package to this top destination on Expedia. But how much your vacation 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 vacation packages. Traveling 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 vacation for longer.
Is it worth booking a vacation package to Southampton?
Southampton offers everything you need for an unforgettable trip. Begin your Southampton vacation 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 vacation as a package?
Expedia vacation 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 customized Southampton vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Southampton?
If you've got your Southampton vacation 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 vacation 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.