Long Island Ski Vacations
Book a Ski Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Planning your Long Island ski vacation
What are some things I should consider when booking a Long Island 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 Long Island 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 Long Island?
Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Long Island. 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 Long Island cost?
Sensational ski trips to Long Island 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 Long Island?
The best time to hit the slopes in Long Island 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 Long Island 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 Long Island 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 Long Island with Expedia?
Simple search and fantastic filters make it easy to find, build, and book your dream Long Island ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.
Top Ski Long Island Hotels
Southampton Inn
"This is our third time staying at the Southhampton Inn. The facilities (pool, beach shuttle, etc.) are great and the Staff is very friendly and helpful. It is a great location and with an easy walk into town. The only complaint was the room/hallway smelled slightly musty. I know it is difficult keeping ..."
Reviewed on Jun 12, 2026
Chalet Inn & Suites Centerport
"Nice motel and very clean rooms. Not much as far as the breakfast bar."
Reviewed on Jun 6, 2026
Things to do
Edge Observation Deck at Hudson Yards
