Water Mill Vacations from $467

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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.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was $613, price is now $467 per person
$467
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to New Haven (HVN)
8/10 Very Good! (1,004 reviews)
Friendly staff, clean room, nice location

Reviewed on Jun 3, 2026

New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Save 100% on your flight
Price was $1,006, price is now $728 per person
$728
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.2/10 Wonderful! (2,140 reviews)
Everything was great

Reviewed on Jun 9, 2026

Landing Furnished Apartments near YSM

Landing Furnished Apartments near YSM

3 out of 5
Downtown New Haven
Save 100% on your flight
Price was $1,361, price is now $985 per person
$985
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
No reviews
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $960, price is now $715 per person
$715
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8.6/10 Excellent! (1,009 reviews)
Very nice place, conveniently situated to Yale.

Reviewed on Jun 3, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $3,816, price is now $2,913 per person
$2,913
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
No reviews
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Discover the most popular places to visit in Water Mill

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
Duck Walk Vineyards

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

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

Hamptons Private Day Trip from New York City

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

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
$753 nightly
The price is $861 total per night from Jun 10 to Jun 11
$861 total
Jun 10 - Jun 11
Total with taxes and fees
8.4/10 Very Good! (791 reviews)
"Great location, excellent facilities. Staff very mixed - some incredible and some terrible. Cumulative number of issues but dealt with by a member of the management team after getting fed up of a number of things, Including: Dog mess left for > 24 hours after reporting it. Staff member laughed and ..."

Reviewed on Jun 9, 2026

Gurney's Montauk Resort & Seawater Spa
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
$201 nightly
The price is $230 total per night from Jun 10 to Jun 11
$230 total
Jun 10 - Jun 11
Total with taxes and fees
7.2/10 Good! (1,007 reviews)
"rundown roadside motel- not a boutique hotel shown on expedia website.. complete lie pool not available w no prior notice & still charged rec fee. run down rooms w broken door lock..staff NEVER answers phone nor EVER returns messages no matter when i try contacting..amenities listed on expedia website ..."

Reviewed on Jun 9, 2026

The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
$201 nightly
The price is $230 total per night from Jun 14 to Jun 15
$230 total
Jun 14 - Jun 15
Total with taxes and fees
9.6/10 Exceptional! (520 reviews)
"The room was clean and nice. Having 4 kids with us it was upsetting that the ac in the living room didn’t work and the shower head was not functioning properly and had very low water pressure. There’s 2 tvs but only 1 remote was provided. Other than the few things we enjoyed our stay."

Reviewed on Jun 8, 2026

The Bentley Hotel Southampton
See all 4,107 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 $467 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.