Water Mill Holidays

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Top hotels in Water Mill

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 S$1,316 per night from 6 Jul to 7 Jul
S$1,316
6 Jul - 7 Jul
includes taxes & fees
8.2/10 Very Good! (635 reviews)
"Gurneys Inn was a beautiful place to stay. The staff extremely attentive and friendly!"

Reviewed on 13 Jun, 2025

Gurney's Montauk Resort & Seawater Spa
Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
The price is S$1,292 per night from 26 Jun to 27 Jun
S$1,292
26 Jun - 27 Jun
includes taxes & fees
9/10 Wonderful! (251 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too"

Reviewed on 11 Jun, 2025

Baron's Cove
Greenporter Hotel
Greenporter Hotel
2 out of 5
326 Front St, Greenport, NY
9.2/10 Wonderful! (114 reviews)
"Great value. Especially for a holiday weekend"

Reviewed on 14 Jun, 2025

Get rates
Greenporter Hotel
See all 3,999 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.

Frequently asked questions

How much does a Water Mill holiday 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 holiday to Water Mill costs.
What are the cheapest months to go to Water Mill?
If you're looking to book a cheap Water Mill holiday 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 holiday. 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 personalise 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 travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Water Mill holiday as a package?
You can enjoy significant savings on your Water Mill escape by booking a personalised holiday package. Click on the "Package" heading, then enter your travel dates and destination to see some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday 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 accommodation: Once you've settled on your trip dates and duration, book the perfect Water Mill holiday package for you.

What to do in Water Mill

East Hampton Shops

Hamptons Private Day Trip from New York City

S$1,670
per traveller
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

S$204
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

S$1,670
per traveller
The Hamptons and Long Island Wineries Private Tour
See all activities in Water Mill

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.