Book Exclusive Town of Southampton Vacation Packages

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A beach with a wooden fence, a lifeguard tower, and a house with a balcony overlooking the ocean.

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Town of Southampton flight + hotel packages

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

Radio Hotel

4 out of 5
Manhattan
Price was CA $1,975, price is now CA $1,329 per person
CA $1,329
per person
Aug 21 - Aug 28
found 7 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Yankee Stadium and Central Park are located nearby.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was CA $3,120, price is now CA $1,834 per person
CA $1,834
per person
Sep 25 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a steam room, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Central Park and Metropolitan Museum of Art are located nearby.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,514, price is now CA $2,204 per person
CA $2,204
per person
Aug 6 - Aug 9
found 14 hours ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
Book a stay at this luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,883, price is now CA $1,826 per person
CA $1,826
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Newark Liberty Intl. Airport (EWR)
Stay at this hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Rockefeller Center are located nearby.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,874, price is now CA $1,831 per person
CA $1,831
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Newark Liberty Intl. Airport (EWR)
Book a stay at this business-friendly hotel in New York. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Times Square are located nearby.

Top Town of Southampton hotels deals

The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
Free cancellation
Reserve now, pay when you stay
The price is CA $433 per night
CA $433
CA $530 total
Jul 14 - Jul 15
includes taxes & fees
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shinnecock Hills Golf Course and Cooper's Beach are located nearby.
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
The price is CA $357 per night
CA $357
CA $443 total
Jul 15 - Jul 16
includes taxes & fees
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Shinnecock Hills Golf Course and Cooper's Beach are located nearby.
Budget Host East End

Budget Host East End

2 out of 5
30 Lake Avenue Riverhead NY
The price is CA $178 per night
CA $178
CA $203 total
Jul 8 - Jul 9
includes taxes & fees
Stay at this motel in Riverhead. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Splish Splash Water Park and All Star Bowling are located nearby.
Bayview Resort

Bayview Resort

2.5 out of 5
53 West Tiana Road Hampton Bays NY
The price is CA $372 per night
CA $372
CA $425 total
Jul 12 - Jul 13
includes taxes & fees
Book a stay at this beach motel in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Shinnecock Hills Golf Course and Regal UA Hampton Bays are located nearby.
The Hampton Maid

The Hampton Maid

2.5 out of 5
259 E Montauk Hwy Hampton Bays NY
The price is CA $556 per night
CA $556
CA $635 total
Jul 8 - Jul 9
includes taxes & fees
Stay at this motel in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Shinnecock Hills Golf Course and Cooper's Beach are located nearby.
Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
The price is CA $666 per night
CA $666
CA $761 total
Jul 13 - Jul 14
includes taxes & fees
Book a stay at this business-friendly hotel in Sag Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions The Hamptons Beaches and Sag Harbor Whaling and Historical Museum are located nearby.
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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 Town of Southampton attractions

A beach with sand dunes and a person walking along the shore.

Cooper's Beach

9.2/10 (171 reviews)
Why not spend a carefree afternoon at Cooper's Beach during your travels in Village of Southampton? Wander the seaside or discover the area's sunsets.
See properties

Photos of local treasures

Browse Town of Southampton vacation photos for more inspiration

A man carrying a woman in front of a pool with two American flags, surrounded by greenery and a monument.
A rocky shoreline with clear blue water, a sandy beach, and a distant forested island.
A wooden boardwalk leading to a beach with a flagpole and an American flag.
A person standing on a sandy beach with footprints, looking out at the ocean with waves.
A two-story brick building with a marquee sign reading "WESTHAMPTON" and an American flag above the entrance.

Frequently asked questions

How much are vacation packages to Town of Southampton?
You'll be surprised — you can unwind in Town of Southampton for just CA $1,329. Here at Travelocity, we save you time and stress with our fantastic vacation packages. With flights, hotels and experiences all ready to go, what's holding you back?
How long should my Town of Southampton vacation be?
Generally, travelers spend 2 nights in Town of Southampton. However, that mightn't be long enough for you. If you're eager to explore some of the area's hidden treasures, how about adding a couple of extra nights to your travel itinerary?
Where can I get the best vacation package deals for Town of Southampton?
No matter how you like to travel, Travelocity can help you get an unbeatable Town of Southampton package deal. All you need to do is select a combination from our 400 air carriers and 1,000,000 worldwide properties.
Why should I purchase my Town of Southampton vacation bundle via Travelocity?
From our 24/7 support to our range of terrific destinations, we are dedicated to giving you the most unforgettable escape. All you'll have to do is click and book — our Price Match Guarantee will make sure you get the lowest price.
Can I save money on my Town of Southampton car rental if I bundle it with my hotel or flight?
You most certainly can — bundle your flight, car and hotel into a Town of Southampton vacation package and you can save plenty. With so much to see in Town of Southampton, having your own set of wheels will come in handy. Once you've slid into the driver's seat, put the stereo on and make your way to Times Square, a famous attraction about 129 kilometers from Town of Southampton.
Which airport is best for Town of Southampton?
MacArthur Airport (ISP) (48 kilometers away from downtown), Tweed - New Haven Regional Airport (HVN) (56 kilometers away from central Town of Southampton) and Hartford, CT (HFD-Hartford - Brainard) (97 kilometers away from central Town of Southampton) are all top options for Town of Southampton.
What is there to do in Town of Southampton?
There is a particular magic in the air as you stroll the streets of Town of Southampton. Wolffer Estates Vineyard and Long Island Aquarium and Exhibition Center are just two landmarks that make this city so popular, so add them to your itinerary.
Where should I stay when visiting Town of Southampton?
The Shorewood Inn is the first choice of many visitors. Book now before it's too late.