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
Manhattan
CA $1,151
per person
Nov 2 - Nov 8
found 2 days ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (2,493 reviews)
This is a very bright and cheerful hotel to say at. It’s not at all like the usual hotels, and the property was very clean. The staff were friendly and helpful.
Reviewed on Aug 19, 2026
1 Hotel Brooklyn Bridge
CA $1,822
per person
Oct 24 - Oct 26
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,012 reviews)
Amazing view of the city and rooftop pool is always a great time. Will be back again! Amazing staff and beautiful space.
Reviewed on Aug 17, 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?
Southampton Hotel Deals
The Atlantic Hotel
1655 County Road 39 Southampton NY
CA $273
CA $347 total
Sep 9 - Sep 10
includes taxes & fees
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
CA $235
CA $303 total
Sep 7 - Sep 8
includes taxes & fees
Capri
281 County Road 39A Southampton NY
CA $743
CA $901 total
Sep 17 - Sep 18
includes taxes & fees
6.6/10 (259 reviews)
"Well... it's a motel and we didn't get murdered. So that's a plus. A thousand dollar a night motel. Staff was nice. But seriously someone should bulldoze this place immediately. The list of missing amenities would literally be the same if you Googled what are the top 30 hotel amenities. And they're ..."
Reviewed on Aug 9, 2026
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.
Stay near popular Southampton attractions
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.
Shinnecock Nation Cultural Center and Museum
9.6/10 (5 reviews)
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.
Halsey House
7.6/10 (7 reviews)
You can spend time studying the exhibits at Halsey House during your travels in Village of Southampton. While you're in the area, stroll along the beautiful beaches.
Shinnecock Hills Golf Course
8.6/10 (14 reviews)
Enjoy a round of golf in Tuckahoe at Shinnecock Hills Golf Course. While you're in the area, stroll along the beautiful beaches.
Southampton Arts Center
8.8/10 (30 reviews)
Enjoy a stop at Southampton Arts Center, an entertaining place to visit in Village of Southampton. While you're in the area, stroll along the beautiful beaches.
Sebonack Golf Course
Enjoy a round of golf in Tuckahoe at Sebonack Golf Course. Stroll along the area's beaches or simply enjoy its coffeehouses.
Shinnecock East County Park
8.0/10 (4 reviews)
Explore the great outdoors at Shinnecock East County Park, a lovely green space in Village of Southampton. While you're in the area, stroll along the beautiful beaches.
National Golf Club
8.8/10 (3 reviews)
Enjoy a round of golf in Tuckahoe at National Golf Club. While you're in the area, stroll along the beautiful beaches.
What to do in Southampton
Full Day Private Long Island Wine Tours from New York City
CA $265
per adult
The Hamptons and Long Island Wineries Private Tour
CA $1,824
per traveller
Hamptons Private Day Trip from New York City
CA $1,824
per traveller
100% of travellers recommend
Frequently asked questions
How much does a Southampton vacation package cost?
Offering excellent value package deals from CA $990 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?
- 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.
- 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.
- 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.
- 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
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- Ponquogue Beach
- Visit Montauk
- Montauk Point Lighthouse
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- Shinnecock Nation Cultural Center and Museum
- Pollock-Krasner House and Study Center
- Wolffer Estates Vineyard
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- Cooper's Beach
- Ocean Beach Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
