Town of Southampton Holidays

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Top destinations in Town of Southampton

Channing Daughters Winery
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Bridgehampton

Bridgehampton
Ponquogue Beach
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Hampton Bays

Hampton Bays

Top Flight + Hotel Deals in Town of Southampton

Price found within the past 48 hours. Click for updated prices.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
Save 100% on your flight
per person
7 Oct - 13 Oct
found 18 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
7.6/10 Good! (852 reviews)
I was a little worried when I decided to book because the hotel didn’t have great reviews in the past, but my stay was excellent for the price. The room was clean, the offer early check in at a reasonable price, and there is microwave and fridge available which was very useful. There’s also a WholeFoods across the street if you need to buy groceries.

Reviewed on 15 Aug 2025

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
per person
7 Oct - 13 Oct
found 18 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (1,582 reviews)
It’s been many years since my last stay at the Lotte Palace and it did not disappoint! Fabulous, as always. The staff was so kind and helpful (Michael completed our check in and out). Great recommendations from the concierge for lunch. Prompt room service whether it was for bubbly, bandaids or extra pillows, they were right there! I simply cannot wait to return after Thanksgiving.

Reviewed on 15 Aug 2025

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Save 100% on your flight
per person
7 Oct - 13 Oct
found 18 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
8/10 Very Good! (2,135 reviews)
Great location, just few block to Korean Town, Time square. Nice staff

Reviewed on 17 Aug 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
7 Oct - 13 Oct
found 18 hours ago
Return flight included
Toronto (YYZ) to New York (JFK)
9.8/10 Exceptional! (1,271 reviews)
Great hotel, diligent staff, clean, convenient location, attention to detail.

Reviewed on 17 Aug 2025

The Pierre, A Taj Hotel, New York

The Pierre, A Taj Hotel, New York

5 out of 5
Manhattan
Save 100% on your flight
per person
7 Oct - 13 Oct
found 1 hour ago
Return flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
I absolutely loved this hotel. Very clean and nice and accommodating and great staff!

Reviewed on 13 Aug 2025

Top hotels in Town of Southampton

The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
7/10 Good! (912 reviews)
Lovely clean room with great coffee machine
"Lovely friendly staff, very clean, modern hotel room with a great coffee machine. Worth noting that you need a car to stay here. We took an uber into Hampton Bays which worked out very well for us."

Reviewed on 14 Aug 2025

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The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd, Southampton, NY
Fully refundableReserve now, pay when you stay
The price is €244 per night from 9 Sept to 10 Sept
€244
9 Sept - 10 Sept
includes taxes & fees
9.4/10 Exceptional! (313 reviews)
Such a gem!
"Pleasantly surprised at just how adorable this place was. Also, the room was very large!"

Reviewed on 15 Aug 2025

The Bentley Hotel Southampton
Baron's Cove

Baron's Cove

4 out of 5
31 West Water Street, Sag Harbor, NY
The price is €697 per night from 28 Aug to 29 Aug
€697
28 Aug - 29 Aug
includes taxes & fees
9/10 Wonderful! (281 reviews)
"Barons Cove Inn is very well located i.e. walkable to pretty much everything. It’s also charming, somewhat quirky, clean, comfortable, has very nice room amenities and internet access, a friendly attentive staff, a nice bar and restaurant, a lovely pool, is waterfront and has a great front porch ..."

Reviewed on 11 Aug 2025

Baron's Cove
See all 1,877 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.

Frequently asked questions

How much does a Town of Southampton holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Town of Southampton from just €818. And the more you bundle, the more dollars you save. The holiday 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 holiday 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 holiday 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?
Travellers journeying to Town of Southampton often stay in Village of Southampton. Southampton Inn and The Atlantic Hotel are well-known options in this neighbourhood. 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 Harbour Beauty Walk To Beach Minutes From The Village.
How far in advance should I book my Town of Southampton holiday?
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 holiday 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 holiday 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.