Hamptons Vacation Packages

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Top Hamptons Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Motel Casa Downtown Guest House

Motel Casa Downtown Guest House

3 out of 5
per person
Nov. 28 - Dec. 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
6.6/10 (41 reviews)
The host was very nice and the property was comfortable. My only gripe is that is was pretty warm when we got in, but after the AC was running for a couple of hours it got better.

Reviewed on Aug. 5, 2024

Newark Liberty International Airport Marriott

Newark Liberty International Airport Marriott

4 out of 5
Save 100% on your flight
per person
Oct. 31 - Nov. 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,000 reviews)
Room service has to be done via QR code to Web page then enter several other info that's easy too much work. Should be able to do this through TV.

Reviewed on Sep. 12, 2024

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Nov. 7 - Nov. 12
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,007 reviews)
Excellent view from the rooftop bar.

Reviewed on Sep. 18, 2024

NU Hotel Brooklyn

NU Hotel Brooklyn

3.5 out of 5
Save 100% on your flight
per person
Nov. 29 - Dec. 3
just found
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,001 reviews)
Decent hotel for price!

Reviewed on Sep. 24, 2024

Where to stay in Hamptons

Find the best Hamptons areas and neighborhoods for the activities you enjoy most. Learn more about Hamptons
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East Hampton North

Located on a picturesque peninsula, East Hampton boasts eight state parks and 70 miles of shoreline, perfect for nature lovers and beach enthusiasts. Explore charming hamlets like Montauk and Amagansett for a true Long Island experience.

Find hotel + flight trips in East Hampton North

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Hamptons Hotel Deals

Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
The price is CA $366 per night from Sep. 30 to Oct. 1
CA $366
CA $459 total
includes taxes & fees
Sep 30 - Oct 1
8.8/10 Excellent! (173 reviews)
"Bar fireplace, live music, cozy, charming…"

Reviewed on Sep. 25, 2024

Baron's Cove
The Sagaponack
The Sagaponack
3 out of 5
3720 Montauk Hwy, Wainscott, NY
The price is CA $234 per night from Sep. 29 to Sep. 30
CA $234
CA $315 total
includes taxes & fees
Sep 29 - Sep 30
8.6/10 Excellent! (110 reviews)
"Nicely renovated property inbetween Bridgehampton and Southampton. Nice well equipped room. Free snacks, beach access and beach parking pass."

Reviewed on Sep. 23, 2024

The Sagaponack
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 CA $239 per night from Oct. 8 to Oct. 9
CA $239
CA $307 total
includes taxes & fees
Oct 8 - Oct 9
9.2/10 Wonderful! (173 reviews)
"Only bad thing is that it's behind a gas station - not walkable from town- great refurbished and design"

Reviewed on Aug. 25, 2024

The Bentley Hotel Southampton
See all 3,723 properties in Hamptons
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.

All Inclusive Vacations

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Frequently asked questions

How much does a Hamptons vacation package cost?
We make it easy to explore the world, with Hamptons packages starting from as low as CA $477. You’ll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate escape, why not add a couple of experiences and tours to your itinerary?
How do I get a cheap travel package to Hamptons?
If you love scoring a bargain, combine your bookings into a Hamptons vacation package. Whether you need hotels, flights, rental cars or activities, you can book them all in one place. You’ll have a wealth of choice at your fingertips too. Expedia has over 550 air carriers and 1,000,000 hotel options all over the world to take your pick of. Fly with who you want, stay in a place you like and save some cash — now that’s the perfect getaway!
What are the top hotels in Hamptons?
Southampton Inn and The Atlantic Hotel are some excellent options in the Village of Southampton neighborhood. If you’re thinking of staying in the East Hampton North area, we recommend booking a few nights at The 1770 House Restaurant And Inn or The Huntting Inn.
How far in advance should I book my Hamptons vacation?
It depends on the air carrier, but you can normally browse through international airfares on Expedia nearly a year in advance. While it’s a good idea to book ahead of time, lucky customers will occasionally nab a cheaper flight just weeks before their intended journey.
What does an Expedia Hamptons travel package include?
Hotels, flights and rental cars, or any combination of them — the choice is yours. Whether you’re headed to Hamptons with the kids or traveling with your friends, there’s a package to fit every style and budget. Once you’ve made your booking, why not add on a few activities?
What should I know before booking a Hamptons travel package?
Get ready to save with an Expedia travel package. Combine your flights, rental cars and hotels and score great discounts. Hotels aren’t your only option, though. We have beach villas, creek-side mountain cabins and even treehouses and ranches!
Can I choose my airline with a Hamptons Expedia vacation package?
Expedia offers access to more than 550 airline partners globally, so you sure can! Just choose your favorite carrier and put together your ideal Hamptons getaway.
If I'm not able to travel, can I cancel my Hamptons vacation package?
Whether it’s your hotel, flight or rental car, you can cancel or change it. Booked your Hamptons vacation package in the last 24 hours? You may be able to make changes for free. For older bookings, you may incur a charge from your hotel, airline or car rental company. For further information, visit our Customer Service Portal. We’ll help you every step of the way.

Discover the most popular places to visit in Hamptons

Image for Cooper's Beach

Cooper's Beach

4/5(3 reviews)

Escape NYC to play in the waves, sunbathe on fine, white sands or stroll past the exclusive mansions that line the dunes of one of the best beaches in the Hamptons.

Cooper's Beach
Image for Montauk Point Lighthouse

Montauk Point Lighthouse

3.5/5(3 reviews)

Learn about New York State’s oldest lighthouse in its museum before climbing to the top for panoramic ocean views.

Montauk Point Lighthouse
Image for East Hampton Main Beach

East Hampton Main Beach

4.5/5(3 reviews)

On the eastern edge of Long Island, enjoy a day on this exclusive beach complete with lifeguards, restrooms, a snack bar and other amenities.

East Hampton Main Beach

What to do in Hamptons

Image for Hamptons Private Day Trip from New York City

Hamptons Private Day Trip from New York City

CA $1,761
Per adult
Hamptons Private Day Trip from New York City
Image for The Hamptons and Long Island Wineries Private Tour

The Hamptons and Long Island Wineries Private Tour

CA $1,761
Per adult
The Hamptons and Long Island Wineries Private Tour
Image for Private Guided Wine Country Bike Tour in Mattituck

Private Guided Wine Country Bike Tour in Mattituck

CA $270
Per adult
Private Guided Wine Country Bike Tour in Mattituck
See all activities in Hamptons
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.