Hamptons All inclusive Vacations

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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Flight and All inclusive hotel deals in Hamptons

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

Aura Hotel Brooklyn

CA $1,129
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8/10 Very good! (1,265 reviews)
I love the place air worked great staff was helpful

Reviewed on Aug 5, 2026

Sound View Greenport

Sound View Greenport

CA $1,793
per person
Oct 19 - Oct 26
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (667 reviews)
Lotte New York Palace

Lotte New York Palace

Manhattan
CA $1,361
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,167 reviews)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

CA $3,281
per person
Oct 25 - Oct 29
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
CA $1,379
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,255 reviews)
Loved staying at this hotel. Location was perfect to Times Square. The room was clean and the views were stunning. Breakfast was top class. No complaints.

Reviewed on Aug 9, 2026

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5* All inclusive holidays in Hamptons

Price found within the past 48 hours. Click for updated prices.
Mandarin Oriental, New York

Mandarin Oriental, New York

Manhattan
CA $2,596
per person
Oct 9 - Oct 12
found 13 hours ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
9.2/10 Wonderful! (655 reviews)
Traveled with a 5 years old, enjoyed the pool. Great service from staff.

Reviewed on Aug 7, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

CA $3,281
per person
Oct 25 - Oct 29
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
5th & 55th Residence Club

5th & 55th Residence Club

Manhattan
CA $10,485
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
8.4/10 Very good! (5 reviews)
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3 Night All inclusive holidays in Hamptons

Price found within the past 48 hours. Click for updated prices.
Lotte New York Palace

Lotte New York Palace

Manhattan
CA $1,361
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,167 reviews)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

CA $2,931
per person
Sep 25 - Sep 28
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Hotel Beacon

Hotel Beacon

Manhattan
CA $1,614
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (1,498 reviews)
grocery store across the street plus the kitchenette I made breakfast and heated up leftovers and added toast and pancakes and eggs it all made it feel like we were living in the city for a few days not simply visiting. and the hotel is older and to me that was part of it too, like I was in a real living building, not some 'property'. the neighborhood itself is just perfect. it isn't crazy busy new york but you're just one subway stop from times square. and I went jogging in central park every day, it's just a few blocks away. and there are a ton of restaurants and places to get desserts and drinks and I could take my kid and wife for walks and not feel hounded by people selling stuff everywhere or the intense city energy. it's an awesome neighborhood. I can't wait to go back to NYC and the Beacon

Reviewed on Aug 8, 2026

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4 Night All inclusive holidays in Hamptons

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
CA $1,632
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,255 reviews)
Loved staying at this hotel. Location was perfect to Times Square. The room was clean and the views were stunning. Breakfast was top class. No complaints.

Reviewed on Aug 9, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

Manhattan
CA $1,644
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (3,841 reviews)
Lotte New York Palace

Lotte New York Palace

Manhattan
CA $1,890
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to New York (JFK)
9/10 Wonderful! (2,167 reviews)
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Embark on an unforgettable all-inclusive trip to Hamptons including airfare with Expedia

What are some benefits of booking an all-inclusive vacation?

When you opt for an all-inclusive vacation to Hamptons, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget.

Can I book all-inclusive packages with airfare and meals?

Yes, all-inclusive vacation packages are readily available for Hamptons, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 34.

Why should I book Hamptons vacations that are all inclusive and adults only?

Adults-only stays in Hamptons are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find.

Can I book all-inclusive packages?

Yes, all-inclusive packages are fairly standard in Hamptons. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive.

Can I book cheap all-inclusive trips to Hamptons?

If you're looking to save, you'll find a wide range of prices available, ranging from CA $1,129. By booking your accommodations and flight together, you may be able to enjoy savings of up to 34. Be sure to sort your search results by price to list the cheapest options first.

What should I look for when booking a 5-star all-inclusive vacation in Hamptons?

If you've implemented the 5-star filter when searching for your all-inclusive vacation in Hamptons, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group.

What should I consider when booking Hamptons vacation packages that are all inclusive for the family?

The most important thing to consider for all-inclusive family vacations to Hamptons is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Hamptons's nightlife.

How can I find the best deals on all-inclusive vacations in Hamptons?

You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters.

Can I book an all-inclusive package that is fully refundable?

Yes, reservations that are fully refundable are available on some all-inclusive packages in . You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify.

Why should I book an all-inclusive vacation with Expedia?

Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts.

Things to do

Public Schooner Sail in Greenport

Sunday Brunch Sail in Greenport

CA $209
per adult
Sunday Brunch Sail in Greenport
great fun with friends

Full Day Private Long Island Wine Tours from New York City

CA $265
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 $1,824
per traveller
The Hamptons and Long Island Wineries Private Tour
See all activities in Hamptons

More vacations you might like

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