
Keystone Ski Vacations
Book a Ski Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 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
Top Ski vacation packages in Keystone

DoubleTree by Hilton Tampa Rocky Point Waterfront
Reviewed on Feb 2, 2026

Ocean Club Treasure Island Hotel
Reviewed on Feb 3, 2026


Island Grand at TradeWinds
Reviewed on Feb 2, 2026

RumFish Beach at TradeWinds
Reviewed on Feb 3, 2026
5* Ski vacations in Keystone


The Adaline
Reviewed on Jan 14, 2026

The Ritz-Carlton, Sarasota
Reviewed on Jan 25, 2026
3 Night Ski vacations in Keystone

DoubleTree by Hilton Tampa Rocky Point Waterfront
Reviewed on Feb 2, 2026


The Avalon Club
Reviewed on Jan 31, 2026
4 Night Ski vacations in Keystone

DoubleTree by Hilton Tampa Rocky Point Waterfront
Reviewed on Feb 2, 2026

Pier House 60 Clearwater Beach Marina Hotel
Reviewed on Jan 18, 2026

voco Sarasota by IHG
Reviewed on Feb 3, 2026
Planning your Keystone ski vacation
What are some things I should consider when booking a Keystone 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 Keystone ski packages?
Right now, ski trips start at just $376. Prices and availability are subject to change. Additional terms may apply.
Can I book a beginner ski package in Keystone?
Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Keystone. 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 Keystone cost?
Sensational ski trips to Keystone start from $376. 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 Keystone?
The best time to hit the slopes in Keystone 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 Keystone 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 Keystone 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 Keystone with Expedia?
Simple search and fantastic filters make it easy to find, build, and book your dream Keystone ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.



















