Ski Vacations in Anne's Land 2026

Photo by Marion MacQueen

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Flight and Ski hotel deals in Anne's Land

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

Lily's Garden

West Royalty

CA $751

per person

Oct 17 - Oct 21

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)

7.8/10 Good! (163 reviews)

Please know that Lilys Garden is located in the basement of a home in a residential area. There is no garden. Upon entry the common area is poorly lit and depressing. While the room appeared clean, a perfume smell permeated the room, similar to Febreeze air freshener, used to mask underlying odours. Anyone who is sensitive to perfume may be affected. The bathroom fan was covered in a layer of dust. The grout around the sink was moldy. The room was cheaply decorated, nothing endearing or quaint, as I had expected. I don't recommend a stay at Lilys Garden. We were very disappointed.

Reviewed on Aug 8, 2026

The Holman Grand Hotel

Downtown Charlottetown

CA $1,302

per person

Oct 17 - Oct 21

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)

9.4/10 Exceptional! (1,009 reviews)

Nice and clean property located in the centre of Charlottetown. The location is optimal. The room was nice enough and had a safe. Although the price was on the higher end, there was no breakfast included or coffee in the lobby. The pillows weren’t ideal but the bed itself was comfortable. Very little room to hang towels in the bathroom. For a family of 4 sharing a bathroom, that was less than ideal. No onsite parking but plenty of parking on the streets. Would stay again!

Reviewed on Aug 9, 2026

The Great George

Downtown Charlottetown

CA $1,116

per person

Oct 17 - Oct 21

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)

9.6/10 Exceptional! (1,012 reviews)

Fantastic stay with all the details taken care of - down to the delicious breakfast and the warm cookies and the happy hour in the lobby. We’ll be back!

Reviewed on Aug 6, 2026

Rodd Charlottetown

Downtown Charlottetown

CA $1,854

per person

Sep 8 - Sep 13

found 17 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Charlottetown Alexander B. Campbell Airport (YYG)

8.8/10 Excellent! (1,018 reviews)

This hotel is historic, clean and well maintained. It is about as close to the downtown as one would want and very walkable to everything in the downtown's historic Victoria Row. The two restaurants in the hotel looked great and they have a seating area out front of the hotel which other guests seemed to enjoy. The pool although we did not use it looked pretty nice and had a deep end which might be nice for adults.

Reviewed on Aug 9, 2026

The Sydney Boutique Inn

Downtown Charlottetown

CA $1,255

per person

Oct 17 - Oct 21

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)

9.8/10 Exceptional! (1,007 reviews)

The Sydney Boutique Inn is a lovely spot to stay in Charlottetown. The location is within walking distance to many fabulous restaurants and about a 10-15 minute walk to the Founder’s Food Hall and Boardwalk area. The room was spacious and nicely decorated. Breakfast was good with a variety of food options to choose from and friendly, helpful staff to answer any questions that arose. There is a beautiful shaded garden patio area for guests to enjoy during their stay.

Reviewed on Aug 9, 2026

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5* Ski holidays in Anne's Land

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

The Great George

Downtown Charlottetown

CA $1,116

per person

Oct 17 - Oct 21

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)

9.6/10 Exceptional! (1,012 reviews)

Fantastic stay with all the details taken care of - down to the delicious breakfast and the warm cookies and the happy hour in the lobby. We’ll be back!

Reviewed on Aug 6, 2026

The Sydney Boutique Inn

Downtown Charlottetown

CA $1,255

per person

Oct 17 - Oct 21

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)

9.8/10 Exceptional! (1,007 reviews)

Reviewed on Aug 9, 2026

Fairholm Boutique Inns

Downtown Charlottetown

CA $1,274

per person

Oct 17 - Oct 21

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)

9.2/10 Wonderful! (644 reviews)

A beautiful property with loads of charm, but comfortable and modern amenities. Great breakfast. Walking distance to excellent restaurants.

Reviewed on Aug 4, 2026

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3 Night Ski holidays in Anne's Land

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

Blackbush Beach Resort

CA $1,040

per person

Sep 10 - Sep 13

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)

9.6/10 Exceptional! (449 reviews)

This resort is amazing! It’s in such a beautiful location, with wonderful views and excellent amenities. We absolutely loved our dinner at Fluke. The gorgeous grounds, stunning scenery, and overall atmosphere make it well worth the stay. We would definitely recommend it!

Reviewed on Aug 9, 2026

Rodd Charlottetown

Downtown Charlottetown

CA $1,042

per person

Sep 8 - Sep 11

found 6 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)

8.8/10 Excellent! (1,018 reviews)

Reviewed on Aug 9, 2026

Fairholm Boutique Inns

Downtown Charlottetown

CA $1,237

per person

Sep 8 - Sep 11

found 6 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)

9.2/10 Wonderful! (644 reviews)

A beautiful property with loads of charm, but comfortable and modern amenities. Great breakfast. Walking distance to excellent restaurants.

Reviewed on Aug 4, 2026

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4 Night Ski holidays in Anne's Land

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

The Hotel on Pownal

Downtown Charlottetown

CA $858

per person

Oct 17 - Oct 21

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)

8.8/10 Excellent! (1,014 reviews)

Great staff!

Reviewed on Aug 9, 2026

Rodd Charlottetown

Downtown Charlottetown

CA $1,277

per person

Sep 26 - Sep 30

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Charlottetown Alexander B. Campbell Airport (YYG)

8.8/10 Excellent! (1,018 reviews)

Reviewed on Aug 9, 2026

Cavendish Bosom Buddies Cottage Resort

CA $961

per person

Sep 26 - Sep 30

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Charlottetown Alexander B. Campbell Airport (YYG)

9.6/10 Exceptional! (178 reviews)

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What are some benefits when booking ski vacations in Anne's Land?

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 Anne's Land?

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 Anne's Land, 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 Anne's Land with some as cheap as CA $751. 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 Anne's Land. 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 5 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 Anne's Land.

Can I book all-inclusive ski vacations in Anne's Land?

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 Anne's Land 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 Anne's Land'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 Anne's Land?

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 Anne's Land. 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 5. With Expedia Rewards, you can earn points towards your next booking.