Southampton Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Southampton

The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
7/10 Good! (912 reviews)
Lovely clean room with great coffee machine
"Lovely friendly staff, very clean, modern hotel room with a great coffee machine. Worth noting that you need a car to stay here. We took an uber into Hampton Bays which worked out very well for us."

Reviewed on 14 Aug 2025

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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 5.832.384 ₫ per night from 9 Sept to 10 Sept
5.832.384 ₫
7.413.039 ₫ total
9 Sept - 10 Sept
includes taxes & fees
9.4/10 Exceptional! (315 reviews)
Such a gem!
"Pleasantly surprised at just how adorable this place was. Also, the room was very large!"

Reviewed on 15 Aug 2025

The Bentley Hotel Southampton
Southampton Inn

Southampton Inn

3 out of 5
91 Hill Street, Southampton, NY
The price is 7.881.600 ₫ per night from 14 Sept to 15 Sept
7.881.600 ₫
9.432.962 ₫ total
14 Sept - 15 Sept
includes taxes & fees
8.4/10 Very Good! (535 reviews)
Comfiest beds in Southampton
"Wonderful location in town, walking distance to restaurants / shops etc. the most comfortable bed I have ever slept in. I woke not wanting to move. The sheets were so luxurious and bed so comfy. We got the hotel shuttle to the beach driven by a wonderful lady, so friendly and helpful. The hotel provided ..."

Reviewed on 9 Aug 2025

Southampton Inn
See all 537 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.

Popular places to visit

Cooper\'s Beach

Cooper's Beach

Why not spend a care-free afternoon at Cooper's Beach during your travels in Village of Southampton? Wander the seaside or discover the area's sunsets.

Cooper's Beach
Shinnecock Museuem and Cultural Center showing heritage elements

Shinnecock Nation Cultural Center and Museum

You can spend an afternoon studying the exhibits at Shinnecock Nation Cultural Center and Museum in Shinnecock Hills. While you're in the area, stroll along the beautiful beaches.

Shinnecock Nation Cultural Center and Museum
Southampton Arts Center

Southampton Arts Center

After visiting Southampton Arts Center, make a plan to see the other sights and activities in Village of Southampton. While you're in the area, stroll along the beautiful beaches.

Southampton Arts Center

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.