Water Mill Vacations from $524
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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.
Landing Apartments New Haven Near Dixwell
Newhallville
$859
per person
Nov 25 - Nov 30
found 4 hours ago
Roundtrip flight included
Orlando (MCO) 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
Hyatus Luxury Residences City Crossing
The Hill
$1,038
per person
Nov 25 - Nov 30
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.4/10 Exceptional! (34 reviews)
The room was spacious and clean. Close to new haven union station, yale university and downtown. We enjoyed the pool, gym and the rooftop. Check in and check out process were very smooth. Sarah was very responsive to our questions. Would def stay here again.
Reviewed on Aug 10, 2026
Stay near popular Water Mill attractions
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.
Duck Walk Vineyards
Sip award-winning wines including unique Blueberry Port at Duck Walk Vineyards' Normandy Chateau-style estate. Enjoy tastings on the outdoor patio overlooking 140 acres of picturesque Hamptons vineyard.
The Watermill Center
The Watermill Center is just one of the places to see in Water Mill, so why not enjoy the other things to explore during your travels? Experience the area's theater scene and live music.
Atlantic Golf Course
This exclusive Rees Jones-designed championship course challenges with rolling fairways and strategic bunkers amid Long Island's natural landscape. Members enjoy elegant clubhouse amenities after their round.
Mill Pond
Commune with nature and explore the great outdoors at Mill Pond during your travels in Water Mill. Experience the area's theater scene and live music.
What to do in Water Mill
The Hamptons and Long Island Wineries Private Tour
$1,299
per traveler
Hamptons Private Day Trip from New York City
$1,299
per traveler
100% of travellers recommend
Water Mill Hotel Deals
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
$430 nightly
$491 total
Sep 29 - Sep 30
Total with taxes and fees
8.2/10 Very Good! (859 reviews)
"Went for an overnight mid September and it was so lovely. Spa and pool gorgeous. They do charge a fee for booking with expedia which brings the price up to what they offer on their website which we did not know about."
Reviewed on Sep 19, 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
$264 nightly
$302 total
Oct 14 - Oct 15
Total with taxes and fees
8.4/10 Very Good! (731 reviews)
"Nice property clean rooms unique having room right on the ocean front was surprised by a pretty nice breakfast many choices food coffee which is always important overall the property is well located to visit surrounding farms and vineyards and short car ride to restaurants and water front"
Reviewed on Sep 19, 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
$141 nightly
$161 total
Oct 4 - Oct 5
Total with taxes and fees
7.2/10 Good! (1,001 reviews)
"Bed, floor not very clean; Room… walls, furniture, doors cracked, broken, chipped. Walking from lot to back of bldg where room was located, there was no exterior light so felt dangerous. Can hear every footstep from room above so impossible to sleep when people were still walking around middle of ..."
Reviewed on Sep 18, 2026
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 $524 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?
- 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.
- 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.
- 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.
- 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.
- 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.
- 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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- Sagpond Vineyards
- Cooper's Beach
- Parrish Art Museum
- Mecox Bay
- Visit Montauk
- Longhouse Reserve
- Agawam Park
- Shinnecock Hills Golf Course
- Visit Hampton Bays
- Bridgehampton Vacations
- Shinnecock Nation Cultural Center and Museum
- Bridge Gardens
- Halsey House
- Visit Bridgehampton
- East Hampton Main Beach
- South Fork Natural History Museum and Nature Center
- North Main Street Historic District
- Visit Hamptons
- Ponquogue Beach
- Georgica Beach
- Noyac Golf Club
- Visit Water Mill
- Southampton Historical Museum
- Ocean Road Beach
- Visit Sag Harbor
- Elizabeth A. Morton National Wildlife Refuge
- Southampton Golf Range
- Southampton Vacations
- Visit Amagansett
- Foster Memorial Town Beach
- Duck Walk Vineyards
- Visit East Hampton
- Meschutt Beach
- Wolffer Estates Vineyard
- Channing Daughters Winery
- Visit Southampton
- Southampton Arts Center
- Children's Museum of The East End
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
