The Colosseum at night with illuminated arches and surrounding street lights.

Top Italy Ski Vacation Packages

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Top Ski vacation packages in Italy

Price found within the past 48 hours. Click for updated prices.
  • Jan 21 - Jan 26

    Miramonti Boutique Hotel + Flight

    Avelengo
    4 nights
    5.0 star property
    9.8/10 - Exceptional (187 reviews)
    "The place was magnificent! The staff wonderful The property impeccable A true Five star !"
    Reviewed November 4, 2026
    Roundtrip • Toronto (YTO) - Milan (MXP)
    YYZ - INN • 1 stop INN - YYZ • 1 stop
    CA $3,120
    CA $2,877
    per traveller
    found 14 hours ago
    Miramonti Boutique Hotel
  • Dec 27 - Jan 2

    Grand Hotel Excelsior Vittoria + Flight

    Sorrento City Centre
    5 nights
    5.0 star property
    9.8/10 - Exceptional (289 reviews)
    "."
    Reviewed November 1, 2026
    Roundtrip • Toronto (YYZ) - Naples (NAP)
    YYZ - NAP • 2 stops NAP - YYZ • 1 stop
    CA $8,267
    CA $7,209
    per traveller
    found 2 days ago
    Grand Hotel Excelsior Vittoria
  • Dec 24 - Dec 31

    Villa Athena Resort + Flight

    Agrigento
    6 nights
    5.0 star property
    9.4/10 - Exceptional (844 reviews)
    "Great location. Great staff. Great food. Easy parking"
    Reviewed November 3, 2026
    Roundtrip • Vancouver (YVR) - Palermo (PMO)
    YVR - REG • 2 stops REG - YVR • 2 stops
    CA $4,948
    CA $4,439
    per traveller
    found 7 hours ago
    Villa Athena Resort
  • Dec 26 - Jan 2

    Cervino - VRetreats, SLH Collection + Flight

    Valtournenche
    6 nights
    5.0 star property
    9.8/10 - Exceptional (106 reviews)
    Roundtrip • Montreal (YUL) - Milan (MXP)
    YUL - ZRH • 1 stop ZRH - YUL • 1 stop
    CA $7,759
    CA $7,090
    per traveller
    found 2 days ago
    Cervino - VRetreats, SLH Collection

Discover the most popular places to visit in Italy

Top Ski Italy Hotels

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.

Plan the ultimate ski vacation in Italy

What are some benefits when booking ski vacations in Italy?

If you're interested in skiing, there's nothing quite like a ski vacation. These trips are designed to allow you to enjoy being on the slopes and relax in tranquil and convenient accommodations at the end of the day. Amenities on ski trips can be pretty upscale, so it's easy to relax in a hot tub or at a spa in between your skiing excursions. Plus, they can put you right next to the slopes. You'll even find a variety of different vacation types available whether you're looking for family friendly, cheap, or even last minute ski vacations.

How can I book the best ski vacation in Italy?

It is most important to implement the ski filter in your search when trying to find a ski vacation that will make you happy. Using the filter will automatically remove any entries that don't offer the skiing opportunities you want. After that, you'll need to think about what specifically you want from Italy, and think about the time of year that's best to visit.

How can I find cheap ski vacations?

Cheap ski vacations are readily available in Italy with some as cheap as CA $2,877. You can see the cheapest options by sorting your accommodation choices by price, which automatically puts the least-expensive results at the top of the list. You may also want to consider an accommodation with a kitchen, so you can cook instead of eating out.

Can I book ski packages?

Yes, ski packages are readily available throughout Italy. All you have to do is put in your travel dates and see what's available. When you book a ski package, you may be able to enjoy discounts with savings of up to 7 when you book your accommodation and your flight together.

What should I consider when booking family ski vacations?

The key to a successful family ski vacation is ensuring that your family is kept happy and entertained. Consider what your family members are interested in and the kind of vacation they want. If they have little skiing experience, for example, you may want to opt for an accommodation that offers ski lessons or a kid's club. Various slope difficulties may be essential in providing opportunities for everyone at Italy.

Can I book all-inclusive ski vacations in Italy?

Yes, all-inclusive ski trips are available and may be precisely what you're looking for. All you have to do is include the filter for all-inclusive stays, and your search results will only show the accommodations that provide this handy feature that allows you to plan your entire trip to Italy in advance.

What's the best time of year to plan a ski trip?

The apparent answer to when you should plan a ski trip is in winter, but other details are important too. If you book for Italy's high season around January and February, you'll likely find increased prices. It's generally best to opt for the early or late season in December and April, as prices tend not to be quite as high.

How can I find the best deals on ski packages in Italy?

When you're looking for cheap ski vacations, there are a few factors you can take advantage of to help get the best deals. Travelling during the off-season can be cheaper since there's more availability. However, the beginning and end of the season tend to be the most affordable for skiing.

Can I book a ski vacation that's fully refundable?

Being fully refundable is a feature you'll find on several accommodation packages in Italy. You can even search for it explicitly using a filter for full refundability.

Why should I book a ski vacation package with Expedia?

When you book with Expedia, you'll find everything you need for cheap ski vacations, luxury ski vacations and everything in between in one central location. You may even be able to enjoy discounts for booking your accommodation and your flight together with savings of up to 7. With Expedia Rewards, you can earn points towards your next booking.