Southampton Vacation Packages

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Your Southampton Vacation

When a fun city getaway is calling, answer it with a Southampton vacation package. The neighborhood of Village of Southampton, which is great for history, coastal beaches and culture, makes a great base for your adventures. The Hamptons Beaches, Coopers Beach and Shinnecock Nation Cultural Center and Museum are just a few of the sights you'll want to check out during your trip to Southampton. Don't put off exploring this city any longer. Your dream Southampton vacation is a few clicks away with Expedia.

Top Southampton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was CA $1,508, price is now CA $967 per person
CA $967
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (2,498 reviews)
My comforter was stained and so was the window shade. The shower faucet was broken. An item was stolen from my room and when I reported it to the manager, he told me it was “Not his problem”

Reviewed on Jul 17, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $3,670, price is now CA $2,181 per person
CA $2,181
per person
Oct 1 - Oct 4
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (685 reviews)
Great location, great view

Reviewed on Jul 5, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $5,115, price is now CA $3,183 per person
CA $3,183
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,006 reviews)

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was CA $1,874, price is now CA $1,210 per person
CA $1,210
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (1,617 reviews)
Amazing stay! The rooftop has magical views of the city. The staff is great, very welcoming and asked us where we were from and if it’s our first time visiting NYC. The room was excellent with great cable tv and clean towels. Comfortable bed and pillows. Completely satisfied with our stay here , definitely will be coming back!

Reviewed on Jul 15, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $3,677, price is now CA $2,432 per person
CA $2,432
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (284 reviews)
little far from time square.

Reviewed on Jun 30, 2026

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 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 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.

Ready to book your vacation to Southampton?

 

Choose your dates

Southampton Hotel Deals

The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
The price is CA $353 per night from Aug 4 to Aug 5
CA $353
CA $438 total
Aug 4 - Aug 5
includes taxes & fees
7.2/10 Good! (1,000 reviews)
"Do not stay here. We found earwigs, spiders, and flies in our room. We were told that we could speak to Expedia and get a refund from a woman named Jabi but when Expedia tries to call hotel, a woman named Stephanie keeps answering and saying that they don’t give refunds. The shower was gross (it ..."

Reviewed on Jul 16, 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 CA $498 per night from Jul 19 to Jul 20
CA $498
CA $605 total
Jul 19 - Jul 20
includes taxes & fees
9.6/10 Exceptional! (547 reviews)
"The staff at check in and check out were helpful and friendly. The suite was beautiful and felt like home. Also the entire room was extremely clean. The bed sheets were so soft! Most hotels they are like sand paper. Wish I traveled to this area more so I could stay there again. Wonderful ..."

Reviewed on Jul 16, 2026

The Bentley Hotel Southampton
Capri

Capri

3.5 out of 5
281 County Road 39A Southampton NY
The price is CA $878 per night from Jul 19 to Jul 20
CA $878
CA $1,065 total
Jul 19 - Jul 20
includes taxes & fees
Capri
See all 570 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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)
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.
See properties

What to do in Southampton

great fun with friends

Full Day Private Long Island Wine Tours from New York City

CA $268
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

CA $1,845
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

CA $1,845
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 vacation package cost?
Offering excellent value package deals from CA $967 on Expedia, you'll be pleasantly surprised at how much a vacation to Southampton costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Southampton?
If you're hoping to book a cheap Southampton vacation package, consider visiting in February, March and December. You're likely to find better rates on hotels and airfares during these months — ideal for travellers wishing to save money.
How many days is enough for Southampton?
Generally, a few days is great for a Southampton vacation. With a well-planned itinerary, you can check out all the top attractions such as Shinnecock Hills Golf Course, as well as discover some hidden treasures along the way.
Is it worth booking a vacation package to Southampton?
It's no wonder a Southampton vacation is on the must-do list of many travellers. Popular attractions like Shinnecock Hills Golf Course are just the beginning of what you can explore here.
How to find the best Southampton package deals?
Use Expedia's filter tool to help you find some fabulous Southampton package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Southampton package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Southampton vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Southampton vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Southampton?
If you're considering a spontaneous Southampton adventure, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Southampton?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Southampton.
  2. Budget wisely: As well as the price of your accommodations, you should consider other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may come up during your trip to Southampton.
  3. Work out your trip length: Consider how long you'd like to spend discovering Southampton. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Southampton vacation package.

Explore a world of travel with Expedia

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