Chianti Region Ski Vacations

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

Planning your Chianti Region ski vacation

What are some things I should consider when booking a Chianti Region 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 Chianti Region 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 Chianti Region?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Chianti Region. 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 Chianti Region cost?

Sensational ski trips to Chianti Region 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 Chianti Region?

The best time to hit the slopes in Chianti Region 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 Chianti Region 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 Chianti Region 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 Chianti Region with Expedia?

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

Top Ski Chianti Region Hotels

Residence Il Connubio

Residence Il Connubio

3 out of 5
Via Ferdinando Paolieri 26 Impruneta FI
  • 40 min drive from Tenuta Torciano Winery
Book a stay at this family-friendly residence in Impruneta. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Piazzale Michelangelo ...
8.8/10 Excellent! (31 reviews)
Family trip
Good: spacious room, friendly owner who is responsive to all your questions, amazing breakfast, okay WiFi, and free parking. Bad: free parking is 300m away from the property, google map is not updated yet of the recent changed ( one way) and one way signage too small and need more cups and pots inside ...

Reviewed on May 5, 2025

Residence Il Connubio
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.

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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.