Southern Milan Ski Vacations

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    Save up to CA $4,200 when you book a flight and hotel together*
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Flight and Ski hotel deals in Southern Milan

Price found within the past 48 hours. Click for updated prices.
Grand Visconti Palace

Grand Visconti Palace

Porta Lodovica
CA $1,624
per person
Nov 20 - Nov 25
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
8.8/10 Excellent! (1,003 reviews)
Uptown Palace

Uptown Palace

Milan Centre
CA $1,752
per person
Nov 19 - Nov 25
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
8.8/10 Excellent! (1,018 reviews)
A little expensive for the small rooms. But it is Milan. Expected a lot more for the price. Did not receive our free bottle of wine.

Reviewed on Sep 6, 2026

Art Hotel Navigli

Art Hotel Navigli

Navigli
CA $1,705
per person
Nov 19 - Nov 25
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
9/10 Wonderful! (1,000 reviews)
Nice hotel

Reviewed on Sep 6, 2026

Hotel Crivi's

Hotel Crivi's

Milan Centre
CA $2,015
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milan (MXP)
8.2/10 Very good! (409 reviews)
Casa Baglioni Milan - The Leading Hotels of the World

Casa Baglioni Milan - The Leading Hotels of the World

Milan Centre
CA $3,299
per person
Nov 22 - Nov 24
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
9.8/10 Exceptional! (117 reviews)
Very nice location

Reviewed on Aug 8, 2026

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5* Ski holidays in Southern Milan

Price found within the past 48 hours. Click for updated prices.
ME Milan - Il Duca

ME Milan - Il Duca

Central Station
CA $2,059
per person
Nov 20 - Nov 25
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
9.2/10 Wonderful! (574 reviews)
Casa Baglioni Milan - The Leading Hotels of the World

Casa Baglioni Milan - The Leading Hotels of the World

Milan Centre
CA $3,299
per person
Nov 22 - Nov 24
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
9.8/10 Exceptional! (117 reviews)
Very nice location

Reviewed on Aug 8, 2026

Palazzo Cordusio Gran Meliá – The Leading Hotels of the World

Palazzo Cordusio Gran Meliá – The Leading Hotels of the World

Milan Centre
CA $5,653
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milan (MXP)
9.6/10 Exceptional! (71 reviews)
Was very conveniently located for us as first time visitors to Milan. We were close to shops, tourist spots ( The Duomo), etc. The meals we had were very good ( breakfast and dinner), The hotel lay out is a bit strange, but it is because it is a transformed building ( not originally built to be a hotel), But it sits on a Plaza and the view from our window was marvelous for people watching! We had no noise from below, so that was great! It has a nice gym, and pool. We used the gym but not the pool

Reviewed on Sep 6, 2026

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3 Night Ski holidays in Southern Milan

Price found within the past 48 hours. Click for updated prices.
Uptown Palace

Uptown Palace

Milan Centre
CA $1,574
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
8.8/10 Excellent! (1,018 reviews)
A little expensive for the small rooms. But it is Milan. Expected a lot more for the price. Did not receive our free bottle of wine.

Reviewed on Sep 6, 2026

Casa Baglioni Milan - The Leading Hotels of the World

Casa Baglioni Milan - The Leading Hotels of the World

Milan Centre
CA $3,299
per person
Nov 22 - Nov 24
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
9.8/10 Exceptional! (117 reviews)
Very nice location

Reviewed on Aug 8, 2026

Palazzo San Gottardo Lake Como, a Radisson Collection

Palazzo San Gottardo Lake Como, a Radisson Collection

Como City Centre
CA $1,794
per person
Oct 21 - Oct 23
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
9.8/10 Exceptional! (23 reviews)
Brand new hotel conveniently located in Como. The rooms were super modern and had updated amenities. The air condition was 5 stars which is hard to find in Europe. The staff was helpful in organizing transportation. A few minute walk to the lake, shopping, restaurants, everything you need. If you don’t need to view the lake directly from your room, this is the best hotel for the money you can get in Como.

Reviewed on Aug 23, 2026

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4 Night Ski holidays in Southern Milan

Price found within the past 48 hours. Click for updated prices.
Magna Pars- L'Hotel à Parfum Small Luxury Hotels of the World

Magna Pars- L'Hotel à Parfum Small Luxury Hotels of the World

Porta Genova
CA $1,402
per person
Oct 17 - Oct 20
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milan (MXP)
9.4/10 Exceptional! (612 reviews)
Uptown Palace

Uptown Palace

Milan Centre
CA $1,576
per person
Oct 17 - Oct 20
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milan (MXP)
8.8/10 Excellent! (1,018 reviews)
A little expensive for the small rooms. But it is Milan. Expected a lot more for the price. Did not receive our free bottle of wine.

Reviewed on Sep 6, 2026

Art Hotel Navigli

Art Hotel Navigli

Navigli
CA $1,651
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milan (MXP)
9/10 Wonderful! (1,000 reviews)
Nice hotel

Reviewed on Sep 6, 2026

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Plan the ultimate ski vacation in Southern Milan

What are some benefits when booking ski vacations in Southern Milan?

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 Southern Milan?

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 Southern Milan, 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 Southern Milan with some as cheap as CA $1,402. 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 Southern Milan. 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 27 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 Southern Milan.

Can I book all-inclusive ski vacations in Southern Milan?

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 Southern Milan 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 Southern Milan'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 Southern Milan?

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 Southern Milan. 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 27. With Expedia Rewards, you can earn points towards your next booking.

Things to do

City Sightseeing Milan Hop-on Hop-off

City Sightseeing Milan Hop-on Hop-off

CA $34
per adult
80% of travellers recommend
City Sightseeing Milan Hop-on Hop-off
Milan's Last Supper: VIP Tour with Skip-the-Line Access

Milan's Last Supper: VIP Tour with Skip-the-Line Access

CA $282
per adult
100% of travellers recommend
Milan's Last Supper: VIP Tour with Skip-the-Line Access
building front in milan

Milan: Best of Skip-the-Line Duomo Guided Tour Experience

CA $61
per traveller
82% of travellers recommend
Milan: Best of Skip-the-Line Duomo Guided Tour Experience
See all activities in Southern Milan

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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.