Hamptons Ski Vacations

Book a Ski Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to $2,000 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Planning your Hamptons ski vacation

What are some things I should consider when booking a Hamptons ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap Hamptons ski packages?

Right now, ski trips start at just . Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Hamptons?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Hamptons. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to Hamptons cost?

Sensational ski trips to Hamptons start from . Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to Hamptons?

The best time to hit the slopes in Hamptons depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book Hamptons ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

Can I book a Hamptons ski trip with free cancellation and/or flexible dates?

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in Hamptons with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream Hamptons ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.

Top Ski Hamptons Hotels

Southampton Inn

Southampton Inn

91 Hill Street Southampton NY
  • 17 min drive from The Hamptons Beaches
Book a stay at this family-friendly hotel in Southampton. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Popular attractions Cooper's Beach and The Hamptons ...
Southampton Inn
See all 3,639 properties in Hamptons
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.

Things to do

great fun with friends

Full Day Private Long Island Wine Tours from New York City

$189
per adult
Full Day Private Long Island Wine Tours 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
Hamptons Private Day Trip from New York City

Hamptons Private Day Trip from New York City

$1,299
per traveler
100% of travellers recommend
Hamptons Private Day Trip from New York City
See all activities in Hamptons

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