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.
Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,429 reviews)
The room was poorly cleaned, as usual unfortunately for my experience with Hyatt in general. Otherwise no complaints, and view was great! Public transportation was right there as well!

Reviewed on Jul. 24, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
Very tiny room with no good light, could barely see there. Also blanket doesnt have a cover up. No proper bathroom.

Reviewed on Jul. 17, 2025

Somerset Hills Hotel, Tapestry Collection by Hilton

Somerset Hills Hotel, Tapestry Collection by Hilton

4 out of 5
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (NYC)
8.8/10 Excellent! (200 reviews)
Placed in room at end of hall, overlooking trash dumpsters. Had excessive noise in the mornings and then on last night had loud noise

Reviewed on Jul. 24, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
One of the nicest stays we've stayed And we stay at least in 20-25 hotels a year

Reviewed on Jul. 18, 2025

New York Marriott Downtown

New York Marriott Downtown

4 out of 5
Manhattan
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
Great location, convenient to the train station, enjoyed the gym, easy to find places to eat, and my family of 15 visiting New York loved our stay! Only cons- bed was small/not too comfortable & towels had a musty smell like they weren’t dried fully.

Reviewed on Jul. 15, 2025

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 $344 per night from Aug 3 to Aug 4
CA $344
CA $427 total
Aug 3 - Aug 4
includes taxes & fees
7/10 Good! (883 reviews)
Yes
"Great"

Reviewed on Jul. 23, 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 CA $395 per night from Aug 19 to Aug 20
CA $395
CA $490 total
Aug 19 - Aug 20
includes taxes & fees
9.4/10 Exceptional! (290 reviews)
"We could not recommend this property more! The rooms are fabulous and the grounds are beautiful. We had a room on the ground and our dog loved the easy access outside. The rooms are decorated beautifully as well - very chic and spacious! Cant wait to come back here in the Fall."

Reviewed on Jul. 19, 2025

The Bentley Hotel Southampton
Southampton Inn

Southampton Inn

3 out of 5
91 Hill Street, Southampton, NY
The price is CA $630 per night from Aug 18 to Aug 19
CA $630
CA $757 total
Aug 18 - Aug 19
includes taxes & fees
8.4/10 Very Good! (529 reviews)
"It’s a very nice hotel with pool and tennis court more like a resort - beautiful landscaping"

Reviewed on Jul. 21, 2025

Southampton Inn
See all 545 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

Discover the most popular places to visit in Southampton

Cooper\'s Beach

Cooper's Beach

4/5(3 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.

Cooper's Beach
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 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

What to do in Southampton

East Hampton Shops

Hamptons Private Day Trip from New York City

CA $1,778
per traveller
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

CA $1,774
per traveller
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

CA $218
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?
Offering excellent value package deals from CA $828 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.

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