Town 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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Top vacation destinations in Town of Southampton

FlightsFlightsHotelsHotels

Southampton

Southampton

Top Town of Southampton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Manhattan
Price was CA $1,595, price is now CA $963 per person
CA $963
per person
Jul 3 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (4,409 reviews)
Comfortable and clean accommodations in the heart of Times Square

Reviewed on May 23, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was CA $5,697, price is now CA $2,876 per person
CA $2,876
per person
Jul 12 - Jul 15
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $2,809, price is now CA $1,738 per person
CA $1,738
per person
Jul 31 - Aug 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
Bare concrete floors in bathroom, freaking cold and it’s summer outside. How cold does that floor get at winter… Shower door needs a seal at the bottom so water doesn’t flow out in front of sink. Huge puddles flow out.

Reviewed on May 19, 2026

Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Manhattan
Price was CA $2,064, price is now CA $1,343 per person
CA $1,343
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
8.6/10 Excellent! (1,924 reviews)
Spent 4 nights staying here. Having a small kitchen area was the reason we chose this hotel. We didn’t require use of the laundry facilities but did see other guests making use of it. Hotel is in a fabulous location with easy access Times Square, underground subway and shops. The young lady who was responsible for providing cleaning and supplies of clean towels etc for our room was friendly and checked daily if we needed fresh towels. We had a side view of the Empire State Building from our room on the 24th floor. Would certainly use this hotel if we return to New York.

Reviewed on May 23, 2026

One Grove

One Grove

2 out of 5
The Waterfront
Price was CA $1,977, price is now CA $1,292 per person
CA $1,292
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (13 reviews)
Liked the property. Especially the touchless check in.

Reviewed on Jul 17, 2025

Town of Southampton Hotel Deals

The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
The price is CA $275 per night from May 27 to May 28
CA $275
CA $349 total
May 27 - May 28
includes taxes & fees
9.6/10 Exceptional! (502 reviews)
"0"

Reviewed on May 23, 2026

The Bentley Hotel Southampton
Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
The price is CA $593 per night from Jun 22 to Jun 23
CA $593
CA $677 total
Jun 22 - Jun 23
includes taxes & fees
9.4/10 Exceptional! (615 reviews)
"Nice room and view"

Reviewed on May 15, 2026

Sag Harbor Inn
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
The price is CA $247 per night from Jun 7 to Jun 8
CA $247
CA $317 total
Jun 7 - Jun 8
includes taxes & fees
7.2/10 Good! (996 reviews)
"Ac kept room cool"

Reviewed on May 17, 2026

The Atlantic Hotel
See all 2,024 properties in Town 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.
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Frequently asked questions

How much does a Town of Southampton vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Town of Southampton from just CA $963. And the more you bundle, the more dollars you save. The vacation of your dreams has never been so affordable.
How do I get a cheap travel package to Town of Southampton?
Bundling your hotel and flight with Expedia won't just save you time — it'll save you a few dollars too. A Town of Southampton vacation package makes it simple to create your ideal trip. With more than 550 airlines all over the world to choose from, finding flights that fit your schedule will be no sweat. In addition to that, we have over 1,000,000 hotels globally to take your pick of. Now that's choice! No matter who you are, Expedia puts more of the world within your reach.
Where should I stay in Town of Southampton?
A vacation in Town of Southampton isn't complete without seeing Coopers Beach, Wolffer Estates Vineyard and The Hamptons Beaches. Spend your nights near these attractions and make sightseeing a breeze.
What are the top hotels in Town of Southampton?
Travelers journeying to Town of Southampton often stay in Village of Southampton. Southampton Inn and The Atlantic Hotel are well-known options in this neighborhood. But it's not the only interesting place around town! Bay Point is also a great area and where you'll find Paddle Board Beach Sunsets Fine Dining Vineyards This Is The Ideal Getaway and Sag Harbor Beauty Walk To Beach Minutes From The Village.
How far in advance should I book my Town of Southampton vacation?
While not all airlines advertise tickets early, customers are usually able to compare international airfares on Expedia up to a year in advance. This is the time when you can score some fantastic deals. If you're purchasing tickets last minute, you might still be in luck. Sometimes the lowest prices become available a few weeks before departure.
What does an Expedia Town of Southampton travel package include?
Rental cars, hotels and flights, or any combination of them — you decide! Whether you're headed to Town of Southampton with the family or adventuring with your friends, there's a package to match every style and budget. Once you've made your booking, why not add on a few tours and experiences?
What should I know before booking a Town of Southampton travel package?
An Expedia travel package can be customized for your budget and is a fantastic way to make your money go further. What you include is completely up to you. Rental cars, hotels and flights — choose any combination that suits your style.
Can I choose my airline with a Town of Southampton Expedia vacation package?
Definitely. Expedia has more than 550 airline partners to choose from globally. With such a big range of choice, finding the perfect carrier to get you to Town of Southampton won't be difficult.
If I'm not able to travel, can I cancel my Town of Southampton vacation package?
It is possible to cancel your Town of Southampton booking if your travel plans have changed. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.