Water Mill Trips (flight + hotel)

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Top hotels in Water Mill

Greenview Inn Riverhead

Greenview Inn Riverhead

2 out of 5
1433 W Main St, Riverhead, NY
Fully refundableReserve now, pay when you stay
7.2/10 Good! (677 reviews)
"ROOMS ARE VERY COZY !"

Reviewed on Aug 7, 2025

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Greenview Inn Riverhead
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is P16,530 per night from Sep 9 to Sep 10
P16,530
P21,680 total
Sep 9 - Sep 10
includes taxes & fees
8.4/10 Very Good! (554 reviews)
"Amazing view and location. Room is clean overall but could use more shelves and drawers. Restaurant is not open daily. When opened, very hard to get seated."

Reviewed on Aug 8, 2025

Sound View Greenport
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway, Montauk, NY
The price is P51,386 per night from Sep 1 to Sep 2
P51,386
P70,133 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (652 reviews)
"I love it"

Reviewed on Jul 22, 2025

Gurney's Montauk Resort & Seawater Spa
See all 3,986 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.

Popular places to visit

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

What to do in Water Mill

East Hampton Shops

Hamptons Private Day Trip from New York City

P75,555
per traveler
Hamptons Private Day Trip from New York City
Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

P8,608
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

P75,555
per traveler
The Hamptons and Long Island Wineries Private Tour
See all activities in Water Mill

Frequently asked questions

How much does a Water Mill vacation package cost?
You'll find cheap prices 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?
If you're looking to book a cheap Water Mill vacation package, consider planning a trip in January, February and March. You're likely to find better rates on flights and hotels during these months — ideal for a budget-friendly getaway.
How many days is enough for Water Mill?
Usually, a handful of days is enough to go to the major sights during your Water Mill vacation. But if you'd like to have more time to kick back or take day trips, consider extending your trip.
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 the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Water Mill.
  2. Set a budget: Factor in expenses like food, flights and transportation when working out how much to set aside for your trip to Water Mill. Then, select a property that suits your budget, whether that's a low-cost option or a more luxurious getaway.
  3. Decide your trip length: Think about how long you'd like to spend discovering Water Mill. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Combine your airfare and accommodations: Once you've settled on your trip dates and duration, book the perfect Water Mill vacation package for you.

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