Town of Southampton Vacation Packages

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Top vacation destinations in Town of Southampton

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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 $964 per person
CA $964
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)
Room was very clean Staff were cordial Gym had great equipment

Reviewed on May 25, 2026

The Plaza, A Fairmont Hotel

The Plaza, A Fairmont Hotel

5 out of 5
Manhattan
Price was CA $7,205, price is now CA $4,427 per person
CA $4,427
per person
Jul 5 - Jul 10
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
My stay at The Plaza was absolutely unforgettable and worth every penny!!! If you have the Plaza on your top choices, choose the Plaza, you won’t regret it. From the moment I arrived, the customer service was exceptional. The staff was incredibly kind, attentive, and always willing to help with anything I needed. The room was stunning, elegant, and beautifully maintained. The bedding was unbelievably comfortable, making it hard to get out of bed each morning. I also loved the bathtub, and the fact that the water gets wonderfully hot was a huge plus because that is exactly how I like it after a long day in the city. The spacious closets were another luxury touch that made the stay feel even more elevated. The 24/7 room service was delicious and so convenient, which made relaxing at the hotel even better. The location truly cannot be beaten. Being directly across from Central Park and steps away from some of the best high-end shopping in NYC made the experience even more special. The Plaza is truly a gem of New York City, and I cannot wait to come back!!!

Reviewed on May 23, 2026

Sofitel New York

Sofitel New York

4.5 out of 5
Manhattan
Price was CA $1,747, price is now CA $1,100 per person
CA $1,100
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,233 reviews)
Great location, the rooms are wedges between the backs of buildings so they have tiny windows with brick wall views. No rooftop terrace or nice restaurant on site. Gym is extremely basic. For a Sofitel, I expected more.

Reviewed on May 22, 2026

The High Line Hotel

The High Line Hotel

4 out of 5
Manhattan
Price was CA $4,239, price is now CA $2,729 per person
CA $2,729
per person
Jul 31 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
8.6/10 Excellent! (1,005 reviews)
One would be hard pressed to find a more charming place in NYC. Unique experience.

Reviewed on May 25, 2026

Sound View Greenport

Sound View Greenport

4 out of 5
Price was CA $3,622, price is now CA $2,391 per person
CA $2,391
per person
Aug 11 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (646 reviews)
Clean rooms, great continental breakfast. Was upgraded to waterfront room!!

Reviewed on May 3, 2026

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 $283 per night from May 28 to May 29
CA $283
CA $358 total
May 28 - May 29
includes taxes & fees
9.6/10 Exceptional! (505 reviews)
"Enjoyed our stay in the king suite, plenty of space for parents and two kids. 1st floor close to pool, although it rained all day. The staff was helpful when we needed extra pillows and comforters. The king bed was super comfortable. The pull out sofa mattress was a little on the thin side and you ..."

Reviewed on May 26, 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 $592 per night from Jun 22 to Jun 23
CA $592
CA $677 total
Jun 22 - Jun 23
includes taxes & fees
9.4/10 Exceptional! (618 reviews)
"Clean room, friendly staff, breakfast is light but serves the purpose close to shopping and dining"

Reviewed on May 25, 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 9 to Jun 10
CA $247
CA $317 total
Jun 9 - Jun 10
includes taxes & fees
7.2/10 Good! (997 reviews)
"Ac kept room cool"

Reviewed on May 17, 2026

The Atlantic Hotel
See all 2,024 properties in Town of Southampton
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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 $964. 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.