Village of Southampton Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Your Village of Southampton Vacation

When you book a vacation package to Village of Southampton, you can relax and enjoy your break knowing that all your travel plans have been worked out ahead of time. Uncover the many wonders of this amazing city while based in a neighborhood like Montclair Colony, which is good for walking. Make your trip to Village of Southampton even more fulfilling by going sightseeing. Coopers Beach, Shinnecock Nation Cultural Center and Museum and Shinnecock Hills Golf Course are some of the leading attractions you'll want to explore. Stop daydreaming and start traveling. Browse the multitude of options on Expedia today and finally put your Village of Southampton vacation plans into gear!

Top Village of Southampton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Seven Beach Lane

Seven Beach Lane

CA $1,652
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.4/10 Exceptional! (33 reviews)
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

Manhattan
CA $5,343
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (695 reviews)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

CA $1,785
per person
Nov 20 - Nov 22
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
Such a beautiful and magical experience at this hotel . I loved every minute of my stay !

Reviewed on Aug 31, 2026

Hampton Inn Manhattan-Chelsea

Hampton Inn Manhattan-Chelsea

Manhattan
CA $1,811
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.2/10 Very good! (1,980 reviews)
1 Hotel Central Park

1 Hotel Central Park

Manhattan
CA $2,379
per person
Oct 1 - Oct 5
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,020 reviews)
The hotel is in a great location but was disappointed in my room. The closet was more like a cupboard and I had to get creative on hanging my clothes. There is no chest for drawers. The lighting switches are confusing but figured them out. Even on the full lighting, the room is dim. The staff was great.

Reviewed on Aug 30, 2026

Ready to book your vacation to Village of Southampton?

Choose your dates

Village of Southampton Hotel Deals

Southampton Inn

Southampton Inn

91 Hill Street Southampton NY
CA $496
CA $589 total
Oct 1 - Oct 2
includes taxes & fees
8.6/10 Excellent! (597 reviews)
"Kind of a mean front office, but great property."

Reviewed on Aug 23, 2026

Southampton Inn
Harpoon House

Harpoon House

136 Main St Southampton NY
CA $392
CA $447 total
Sep 7 - Sep 8
includes taxes & fees
Harpoon House
Southampton Village Motel

Southampton Village Motel

315 HAMPTON ROAD Southampton NY
CA $613
CA $700 total
Sep 1 - Sep 2
includes taxes & fees
Southampton Village Motel
See all 4,041 properties in Village of 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.

Stay near popular Village of 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 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 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.
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A historic stone house with a wooden picket fence, surrounded by lush green trees and a well-maintained lawn.

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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A man carrying a woman in front of a pool with two American flags, surrounded by greenery and a monument.
Photo by Brittany Schreiber

Agawam Park

8.6/10 (10 reviews)
Explore the great outdoors at Agawam Park, a lovely green space in Village of Southampton. 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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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.
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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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What to do in Village of Southampton

great fun with friends

Full Day Private Long Island Wine Tours from New York City

CA $262
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 $1,797
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 $1,798
per traveller
100% of travellers recommend
Hamptons Private Day Trip from New York City
See all activities in Village of Southampton

Frequently asked questions

How much does a Village of Southampton vacation package cost?
You can grab a vacation package to this top destination from CA $1,652 on Expedia. But how much your vacation to Village of Southampton costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Village of Southampton?
You're likely to find reduced prices and better availability in January, March and December. Explore our cheap Village of Southampton vacation packages and you could score some great off-season deals.
How many days is enough for Village of Southampton?
Usually, a handful of days is enough to go to the top sights during your Village of Southampton vacation. But if you prefer to have more time to unwind or go on day trips, think about extending your trip.
Is it worth booking a vacation package to Village of Southampton?
Well known for its coastal beaches, culture and history, a Village of Southampton vacation is a hit with all kinds of visitors. Be sure to check out main sights like Shinnecock Hills Golf Course and Southampton Arts Centre, and consider renting a car for day trips to discover even more.
How to find the best Village of Southampton package deals?
Bagging a cheap Village of Southampton package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, add a few filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Village of Southampton package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Village of Southampton vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking hotels and flights separately. Better still, you can customize your Village of Southampton escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
How to plan a trip to Village of Southampton?
  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Village of Southampton.
  2. Budget wisely: In addition to the cost of your accommodations, you'll need to factor in other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Village of Southampton.
  3. Decide how long to go away for: Now that you're up to speed on Village of Southampton, you can figure out the ideal length of your vacation. Pull together a rough plan and give yourself enough time for all the things you want to do.
  4. Combine your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the right Village of Southampton vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.