Southampton Vacations from ￥211,360

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The Latest Southampton Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was ￥318,814, price is now ￥211,360 per person
￥211,360
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.2/10 Wonderful! (3,353 reviews)
Bed was comfortable. The room temperature control was best we have experienced. Plenty of towels. Staff was attentive.

Reviewed on Aug 29, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was ￥1,246,200, price is now ￥735,329 per person
￥735,329
per person
Oct 13 - Oct 18
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
My second time at 1 Hotel Brooklyn Bridge and I'll be back. Very urban, cool, attentive hotel. And the views! Chef's kiss.

Reviewed on Aug 28, 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
Price was ￥570,626, price is now ￥398,846 per person
￥398,846
per person
Nov 1 - Nov 8
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (1,587 reviews)
Friendly staff but slow elevators. Was charged an early check in fee when we were supposed to have early check in and late check out.

Reviewed on Aug 26, 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was ￥924,492, price is now ￥646,287 per person
￥646,287
per person
Oct 13 - Oct 18
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
Exceedingly above my expectations

Reviewed on Jul 31, 2025

Waldorf Astoria New York

Waldorf Astoria New York

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥781,466, price is now ￥563,806 per person
￥563,806
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
10/10 Exceptional! (1 review)

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
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 ￥33,082 per night from Sep 29 to Sep 30
￥33,082
￥41,992 total
Sep 29 - Sep 30
includes taxes & fees
9.4/10 Exceptional! (324 reviews)
"The hotel is located in a central part of Southampton, with most attractions within 5–10 miles. It’s clean, well-kept, and the room was spacious and well-equipped. Unfortunately, the service—specifically from Joseph—was disappointing. Upon arrival, I was mistaken for a delivery person, which felt ..."

Reviewed on Aug 25, 2025

The Bentley Hotel Southampton
Sea Haven Resort Motel

Sea Haven Resort Motel

2 out of 5
52 Longview Road, Southampton, NY
The price is ￥21,364 per night from Sep 15 to Sep 16
￥21,364
￥27,338 total
Sep 15 - Sep 16
includes taxes & fees
Sea Haven Resort Motel
See all 542 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

Cooper\'s Beach

Cooper's Beach

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.

Cooper's Beach

North Main Street Historic District

You can find out about the history of Village of Southampton with a visit to North Main Street Historic District. Make some time to visit the monuments while you're in the area.

North Main Street Historic District

Southampton Hospital

Though Southampton Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Village of Southampton while you are here.

Southampton Hospital

What to do in Southampton

East Hampton Shops

Hamptons Private Day Trip from New York City

￥191,278
per traveler
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

￥191,992
per traveler
The Hamptons and Long Island Wineries Private Tour
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

￥21,874
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
See all activities in Southampton

Frequently asked questions

How much does a Southampton vacation package cost?
You can grab a vacation package to this top destination from ￥211,360 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.