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.
The High Line Hotel

The High Line Hotel

Manhattan
Save 100% on your flight
CA $1,412
per person
Nov 26 - Nov 30
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,006 reviews)
Old but not in a charming way. Antique furnishings but not restored so just worn and ugly. No water bottles in room, no coffee maker, nothing really accommodating at all.

Reviewed on Oct 14, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

Save 100% on your flight
CA $2,117
per person
Jan 4 - Jan 9
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,007 reviews)
My room had great views and was clean and fun.

Reviewed on Oct 15, 2026

Placemakr Wall Street

Placemakr Wall Street

Manhattan
Save 100% on your flight
CA $1,820
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (1,080 reviews)
Super easy stay. Well appointed room with comfortable bed and bedding. I will stay again!

Reviewed on Oct 15, 2026

The Plaza, A Fairmont Hotel

The Plaza, A Fairmont Hotel

Manhattan
Save 100% on your flight
CA $4,880
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)

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

1655 County Road 39 Southampton NY
CA $152
CA $209 total
Oct 28 - Oct 29
includes taxes & fees
7.2/10 Good! (1,001 reviews)
"This is actually a really great place to stay if you want something reasonable in the Hamptons. The rooms are clean and spacious and the grounds of the hotel are beautiful. I highly recommend!!!"

Reviewed on Oct 15, 2026

The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
CA $203
CA $232 total
Nov 16 - Nov 17
includes taxes & fees
9.6/10 Exceptional! (600 reviews)
"Booked a 1bedroom king suite and it was fabulous! Tons of room; full size refrigerator; comfy mattress and suite was so clean. Second time here and returning in 2 months. Staff very pleasant and accommodating, especially the manager, Leah."

Reviewed on Oct 13, 2026

The Bentley Hotel Southampton
Southampton Inn

Southampton Inn

91 Hill Street Southampton NY
CA $284
CA $347 total
Nov 1 - Nov 2
includes taxes & fees
8.6/10 Excellent! (601 reviews)
"The check-in date of 4PM in the afternoon was a turn off given you are paying foe the full day. Bit of a money grab. Further the gentleman at the front desk who checked us in when we got there was arrogant. Otherwise a nice stay."

Reviewed on Sep 30, 2026

Southampton Inn
See all 547 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.
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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.
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A red house and a wooden shop with a sign reading "The Carpenter's Shop".

Southampton Historical Museum

8.6/10 (13 reviews)
Catch a glimpse of Southampton’s pioneering days in the town’s charming collection of artisan workshops and colonial buildings full of English-style furniture.
See properties
A man carrying a woman in front of a pool with two American flags, surrounded by greenery and a monument.
Photo by Brittany Schreiber

Southampton Cultural Center

8.2/10 (11 reviews)
Enjoy a stop at Southampton Cultural Center, an entertaining place to visit in Village of Southampton. While you're in the area, stroll along the beautiful beaches.
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A historical homestead with a wooden exterior, a brick chimney, and a signboard detailing its history.

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.
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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.
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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.
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North Main Street Historic District

9.4/10 (12 reviews)
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.
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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.
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What to do in Southampton

great fun with friends

Full Day Private Long Island Wine Tours from New York City

CA $264
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 $1,817
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 $1,817
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 $1,412 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.