Water Mill Vacations from $206

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Photo by Frank Graziano

Your Water Mill Vacation

Say goodbye to the worries of planning and hello to a Water Mill vacation package. With your travel details organized before you take off, you can focus on discovering the best of this city, starting with Village of Southampton, which is good for history, coastal beaches and culture. If taking in sights is on the to-do list during your trip to Water Mill, look around popular attractions like Coopers Beach, Wolffer Estates Vineyard and Shinnecock Nation Cultural Center and Museum. Whoever you're heading away with and whatever your budget, your dream Water Mill vacation is just a few clicks away with Expedia.

The Latest Water Mill vacation packages

Price found within the past 48 hours. Click for updated prices.
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $438, price is now $206 per person
$206
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.4/10 Good! (5,413 reviews)
The location is perfect. The rooms were a good size for NYC. The only negative was the elevator not working for part of our stay. At one point I had to walk up 35 flights of stairs and that was maddening!!!!

Reviewed on Dec 21, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $487, price is now $227 per person
$227
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Liked the unlimited drinks

Reviewed on Dec 21, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $877, price is now $447 per person
$447
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
Always so accommodating to my needs when I come to stay

Reviewed on Dec 20, 2025

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $703, price is now $380 per person
$380
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (3,941 reviews)
Staff were friendly and location was phenomenal

Reviewed on Dec 21, 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Save 100% on your flight
Price was $478, price is now $261 per person
$261
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (6,546 reviews)
Room was clean but showed wear. The radiator was finicky. The room was hot when we checked in, so we turned off the radiator overnight. The next day, we tried to turn it back on and it barely heated the room. The bed sheets were thin (2 thin layers and a fleece blanket) and it was barely enough to keep us warm. Great location though.

Reviewed on Dec 21, 2025

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Discover the most popular places to visit in Water Mill

Long Island featuring a house

Duck Walk Vineyards

Sample award-winning wines and take some bottles home as souvenirs when you visit one of two beautiful vineyards that have become Long Island institutions.

Duck Walk Vineyards
Parrish Art Museum

Parrish Art Museum

Browse the contemporary artwork displays, discover the talents of some the Hamptons best known artists and admire the barn-like design of this Long Island legend.

Parrish Art Museum

Atlantic Golf Course

Enjoy a round of golf in Water Mill at Atlantic Golf Course. While you're in the area, stroll along the beautiful beaches.

Atlantic Golf Course

What to do in Water Mill

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

$179
per adult
76% of travellers recommend
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
East Hampton Shops

Hamptons Private Day Trip from New York City

$1,299
per traveler
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

$1,299
per traveler
The Hamptons and Long Island Wineries Private Tour
See all activities in Water Mill

Water Mill Hotel Deals

Head of Pond House

Head of Pond House

3 out of 5
403 Head of Pond Rd Water Mill NY
$495 nightly
The price is $566 total per night from Jan 5 to Jan 6
$566 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
10/10 Exceptional! (3 reviews)
Excellent in every way – truly beyond words. Head of Pond House is simply outstanding, and will always stay here whenever we visit the Hamptons. Special thanks to Monika for being such a wonderful host – attentive, warm, and truly exceptional.

Reviewed on Dec 2, 2025

Head of Pond House
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
$422 nightly
The price is $482 total per night from Jan 12 to Jan 13
$482 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
8.2/10 Very Good! (701 reviews)
Everything was perfect. Staff, room, experience. Will definitely stay again.

Reviewed on Dec 14, 2025

Gurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$186 nightly
The price is $213 total per night from Jan 4 to Jan 5
$213 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.4/10 Very Good! (598 reviews)
Great room with amazing views! Staff was fantastic and the food was great too

Reviewed on Nov 28, 2025

Sound View Greenport
See all 3,976 properties in Water Mill
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.

Find the Best Water Mill Vacation Packages

Water Mill Essential Information

Language
English
Currency
U.S dollars
Population
1,550
Top Sights
Coopers Beach, Wolffer Estates Vineyard and East Hampton Main Beach

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Frequently asked questions

How much does a Water Mill vacation package cost?
You'll find cheap prices from $206 on Expedia for your Water Mill escape. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Water Mill costs.
What are the cheapest months to go to Water Mill?
You're likely to find lower rates and better availability in January, October and December. Explore our cheap Water Mill vacation packages and you could land some excellent off-season deals.
How many days is enough for Water Mill?
You can easily see all the leading sights in Water Mill within a few days, including the must-see Atlantic Golf Course. If you want an extended Water Mill vacation, check out what kind of activities and excursions are available nearby.
Is it worth booking a vacation package to Water Mill?
Whether you'd like to check out attractions such as Parrish Art Museum and Atlantic Golf Course on your Water Mill vacation, or coming for its great coastal beaches, views and history, there's something for everyone here. With so many things to do, you'll soon learn why so many families think Water Mill is a good vacation destination.
How to find the best Water Mill package deals?
Bagging a cheap Water Mill package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most economical Water Mill package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Water Mill vacation as a package?
You can enjoy significant savings on your Water Mill escape by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Water Mill?
If you have your Water Mill travel dates confirmed, book as soon as you can to grab some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Water Mill?

  1. Choose when to get away: Check your schedule and get packing. Your preferred time of year and the available activities will also help you decide when to escape to Water Mill.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and dining out to airfares and activities. Your accommodations will probably be the biggest expense during your trip to Water Mill.
  3. Organize your Water Mill getaway with Expedia's trip planning tool: Search for and book stays and activities all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Water Mill together.
  4. Decide how long to go for: Now that you're up to speed on Water Mill, you can figure out the perfect length of your break. Put together a rough itinerary and allocate enough time to get through everything on your must-do list.
  5. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick a Water Mill vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Have a look at our dedicated travel guide to find some awesome things to do in Water Mill. Book tickets or make reservations as soon as you can to save time and skip the hassle of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Water Mill vacation packages?
Jet off on your dream trip to Water Mill with help from our Book Now, Pay Later vacations. No need to save up or hold off until your next paycheck — we've partnered with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stay on budget and snap up travel deals before they sell out.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.