Water Mill Vacations from $570

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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.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $712, price is now $570 per person
$570
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
8.6/10 Excellent! (1,105 reviews)
Comfortable hotel, right in the heart of New Haven. Easy access to city and University. Rooms were clean and comfortable. I would stay there again.

Reviewed on Nov 1, 2026

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

3 out of 5
Price was $758, price is now $626 per person
$626
per person
Jan 24 - Jan 31
found 12 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
7.4/10 Good! (1,004 reviews)
Staff were fantastic and friendly, shower was awesome and mini k cup coffee maker was addictive.

Reviewed on Nov 1, 2026

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $721, price is now $601 per person
$601
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
9.2/10 Wonderful! (1,002 reviews)

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Price was $939, price is now $786 per person
$786
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.

Reviewed on May 25, 2026

Landing Furnished Apartment Near Yale University

Landing Furnished Apartment Near Yale University

3 out of 5
Downtown New Haven
Price was $777, price is now $672 per person
$672
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
2/10 (2 reviews)

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Stay near popular Water Mill attractions

A sign for the Parrish Art Museum surrounded by a white fence and greenery.

Parrish Art Museum

9.0/10 (9 reviews)
This striking barn-like museum showcases American art, focusing on East End artists. Wander through light-filled galleries and outdoor sculptures within Herzog & de Meuron's award-winning architectural design.
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What to do in Water Mill

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
Hamptons Private Day Trip from New York City

Hamptons Private Day Trip from New York City

$1,299
per traveler
100% of travellers recommend
Hamptons Private Day Trip from New York City
See all activities in Water Mill

Water Mill Hotel Deals

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
$403 nightly
The price is $460 total per night from Nov 9 to Nov 10
$460 total
Nov 9 - Nov 10
Total with taxes and fees
Gurney's Montauk Resort & Seawater Spa
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
$125 nightly
The price is $143 total per night from Nov 24 to Nov 25
$143 total
Nov 24 - Nov 25
Total with taxes and fees
7.2/10 Good! (1,002 reviews)
"Booked stay at The Atlantic through Expedia. This was one of the only times that I have booked through a third-party vendor like Expedia. I believe I paid a deposit on the room for one night's stay (the Saturday of Columbus Day weekend). Had a lovely afternoon/evening in Sag Harbor and headed to ..."

Reviewed on Nov 1, 2026

The Atlantic Hotel
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$181 nightly
The price is $207 total per night from Nov 23 to Nov 24
$207 total
Nov 23 - Nov 24
Total with taxes and fees
Sound View Greenport
See all 3,925 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 $570 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.

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