A wooden cabin by a calm river with a house in the background.

Water Mill Vacations from $499

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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.
  • Dec 20 - Dec 23

    Omni New Haven Hotel at Yale + Flight

    Downtown New Haven
    3 nights
    4.0 star property
    8.8/10 - Excellent (1,118 reviews)
    "Great"
    Reviewed November 5, 2026
    Roundtrip • Atlanta (ATL) - New Haven (HVN)
    ATL - EWR • Nonstop LGA - ATL • Nonstop
    $576
    $499
    per traveler
    found 1 day ago
    Omni New Haven Hotel at Yale
  • Dec 31 - Jan 3

    Beechmont - Perfect for Family Retreat! + Flight

    North End
    3 nights
    5.0 star property
    Roundtrip • Chicago (ORD) - New Haven (HVN)
    ORD - HVN • Nonstop HVN - ORD • Nonstop
    Save 100% on your flight
    $2,296
    $1,259
    per traveler
    found 1 day ago
    Beechmont - Perfect for Family Retreat!
  • Dec 31 - Jan 3

    Landing Beautiful 1bd, Courtyard, Gym + Flight

    Downtown New Haven
    3 nights
    3.0 star property
    Roundtrip • Chicago (ORD) - New Haven (HVN)
    ORD - HVN • Nonstop HVN - ORD • Nonstop
    $894
    $738
    per traveler
    found 1 day ago
    Landing Beautiful 1bd, Courtyard, Gym
  • Dec 20 - Dec 23

    Landing Apartments New Haven Near Dixwell + Flight

    Newhallville
    3 nights
    3.0 star property
    2.0/10 - (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 May 25, 2026
    Roundtrip • Atlanta (ATL) - New Haven (HVN)
    ATL - EWR • Nonstop LGA - ATL • Nonstop
    $668
    $584
    per traveler
    found 1 day ago
    Landing Apartments New Haven Near Dixwell
  • Dec 20 - Dec 23

    Graduate by Hilton New Haven + Flight

    Downtown New Haven
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    Roundtrip • Atlanta (ATL) - New Haven (HVN)
    ATL - EWR • Nonstop LGA - ATL • Nonstop
    $577
    $510
    per traveler
    found 1 day ago
    Graduate by Hilton New Haven

Where to stay near Water Mill

Explore the charm of Water Mill, New York, where beach fun and outdoor adventures await. Discover the vibrant Water Mill districts, perfect for family-friendly activities or romantic getaways. During high season, enjoy scenic excursions and the welcoming atmosphere of nearby Mill Valley for an unforgettable experience.

Southampton

Discover Southampton, a welcoming destination perfectly suited for luxury travelers and families looking for a memorable beach getaway. With its stunning Cooper's Beach, enriching visits to the Shinnecock Nation Cultural Center and Museum, and the inspiring Parrish Art Museum, Southampton offers a blend of relaxation and culture. Located about 3 miles by car from Water Mill, it's an easy drive to a charming retreat that promises an unforgettable experience. Choosing Southampton for your stay ensures a perfect mix of leisure and adventure.

East Hampton

Plan your stay in East Hampton, a top-rated choice for luxury and family travelers seeking a blend of beach and outdoor experiences. This charming city offers easy access to attractions like East Hampton Main Beach, where you can sunbathe or swim, as well as the serene LongHouse Reserve, perfect for art lovers. Located about 9 miles by car from Water Mill, East Hampton is an ideal hub for those eager to enjoy its recreational areas and local parks, making it a smart choice for your vacation.

Noyack

If you are a traveler seeking a blend of luxury and nature, look no further than Noyack, a charming village that offers a serene escape just about 5 miles by car from Water Mill. This picturesque area is perfect for families and couples alike, featuring attractions like the Sag Harbor Marine Park and the Sag Harbor Whaling and Historical Museum, alongside beautiful beaches and lakes ideal for outdoor activities. Staying in Noyack allows you to enjoy a relaxing getaway while remaining close to the vibrant experiences of the Hamptons.

Sag Harbor

Ideally situated for travelers seeking a luxurious weekend getaway, Sag Harbor offers a charming blend of history and coastal beauty. This picturesque city features attractions like the East Hampton Main Beach for sun-soaked days, the Sag Harbor Marine Park for serene waterfront experiences, and the Sag Harbor Whaling and Historical Museum to indulge your curiosity about the area’s past. Just about a 6-mile drive from Water Mill, Sag Harbor is a smart choice for your next vacation stay.

Bridgehampton

Travelers visiting the area often choose Bridgehampton, especially those seeking luxury and family-friendly experiences. With its stunning beaches like Cooper's Beach, the picturesque Sag Harbor Marine Park, and the engaging South Fork Natural History Museum, Bridgehampton offers a delightful mix of outdoor adventures and relaxation. Located about 3 miles by car from Water Mill, this charming destination is perfect for a memorable getaway, making it a smart choice for your stay.

Discover the most popular places to visit in Water Mill

What to do in Water Mill

Water Mill Hotel Deals

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 vacation package cost?

You'll find cheap prices from $499 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.

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