James Island Ski Vacations

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Flight and Ski hotel deals in James Island

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

Emeline

Charleston Historic District
CA $1,306
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.4/10 Exceptional! (1,778 reviews)
The Charleston Place

The Charleston Place

Charleston Historic District
CA $2,514
per person
Dec 6 - Dec 11
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.6/10 Exceptional! (1,005 reviews)
To have a luxury hotel like this that is privately owned and not a massive corporate feel is awesome. We love the Charleston place and all the changes they have been making over the past few years. Beautiful property great vibe and quiet luxury.

Reviewed on Oct 18, 2026

The Pinch Hotel

The Pinch Hotel

Charleston Historic District
CA $1,904
per person
Dec 10 - Dec 13
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.8/10 Exceptional! (210 reviews)
We stayed in the penthouse room with two bedrooms. Be sure to check availability of that room type with balcony or terrace. Note that there are penthouse rooms that come with neither a balcony nor a terrace. Although the room was great, we were disappointed with having no outdoor space. Our room was located at the front of the hotel on King Street. We didn’t realize how much noise there would be from the street and from the stores under the room. Be sure to request a room on the third floor or towards the back of the property. The staff was friendly, especially the valet staff. We also arranged for a sunset sail through the hotel that was the highlight of our trip to Charleston. I highly recommend that. We also ate at the restaurant Lowland and it was a great experience. Our waiter, in particular, was very knowledgeable and a real pleasure.

Reviewed on Oct 18, 2026

Elliott House Inn

Elliott House Inn

Charleston Historic District
CA $1,649
per person
Dec 10 - Dec 13
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
8.4/10 Very good! (1,000 reviews)
Live Oak, Charleston Historic District, a Tribute Portfolio Hotel

Live Oak, Charleston Historic District, a Tribute Portfolio Hotel

Downtown Charleston
CA $1,503
per person
Dec 10 - Dec 13
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
8.8/10 Excellent! (32 reviews)
Amazing hotel, exceptional staff. We will most definitely stay there again!

Reviewed on Oct 1, 2026

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5* Ski holidays in James Island

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

The Charleston Place

Charleston Historic District
CA $2,514
per person
Dec 6 - Dec 11
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.6/10 Exceptional! (1,005 reviews)
To have a luxury hotel like this that is privately owned and not a massive corporate feel is awesome. We love the Charleston place and all the changes they have been making over the past few years. Beautiful property great vibe and quiet luxury.

Reviewed on Oct 18, 2026

The Dewberry Charleston

The Dewberry Charleston

Charleston Historic District
CA $2,702
per person
Dec 6 - Dec 11
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.6/10 Exceptional! (1,000 reviews)
.

Reviewed on Oct 3, 2026

Hotel Bennett

Hotel Bennett

Charleston Historic District
CA $4,426
per person
Dec 6 - Dec 11
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.6/10 Exceptional! (1,004 reviews)
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3 Night Ski holidays in James Island

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

Emeline

Charleston Historic District
CA $1,306
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.4/10 Exceptional! (1,778 reviews)
The Charleston Place

The Charleston Place

Charleston Historic District
CA $2,118
per person
Dec 10 - Dec 13
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.6/10 Exceptional! (1,005 reviews)
To have a luxury hotel like this that is privately owned and not a massive corporate feel is awesome. We love the Charleston place and all the changes they have been making over the past few years. Beautiful property great vibe and quiet luxury.

Reviewed on Oct 18, 2026

The Pinch Hotel

The Pinch Hotel

Charleston Historic District
CA $1,904
per person
Dec 10 - Dec 13
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.8/10 Exceptional! (210 reviews)
We stayed in the penthouse room with two bedrooms. Be sure to check availability of that room type with balcony or terrace. Note that there are penthouse rooms that come with neither a balcony nor a terrace. Although the room was great, we were disappointed with having no outdoor space. Our room was located at the front of the hotel on King Street. We didn’t realize how much noise there would be from the street and from the stores under the room. Be sure to request a room on the third floor or towards the back of the property. The staff was friendly, especially the valet staff. We also arranged for a sunset sail through the hotel that was the highlight of our trip to Charleston. I highly recommend that. We also ate at the restaurant Lowland and it was a great experience. Our waiter, in particular, was very knowledgeable and a real pleasure.

Reviewed on Oct 18, 2026

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See all available trips from Columbus to James Island
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4 Night Ski holidays in James Island

Price found within the past 48 hours. Click for updated prices.
TownePlace Suites Charleston Airport/Convention Center

TownePlace Suites Charleston Airport/Convention Center

Centre Pointe
CA $1,311
per person
Dec 4 - Dec 8
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
8.8/10 Excellent! (423 reviews)
Water's Edge Inn - Adults Only

Water's Edge Inn - Adults Only

CA $1,386
per person
Dec 4 - Dec 8
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.6/10 Exceptional! (501 reviews)
Just a great place to stay, friendly staff, with a little wine and cheese, and breakfast. Walking distance to everything. A

Reviewed on Oct 13, 2026

Shem Creek Inn

Shem Creek Inn

CA $1,367
per person
Dec 4 - Dec 8
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charleston (CHS)
9.2/10 Wonderful! (1,006 reviews)
This is the best hotel in the best location on mount pleasant. The boardwalk is a nice relaxing place to walk before and after dinner. The restaurants around shem creek are all very good. We especially like red’s ice house.

Reviewed on Oct 17, 2026

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Plan the ultimate ski vacation in James Island

What are some benefits when booking ski vacations in James Island?

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 James Island?

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 James Island, 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 James Island with some as cheap as CA $1,306. 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 James Island. 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 10 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 James Island.

Can I book all-inclusive ski vacations in James Island?

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 James Island 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 James Island'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 James Island?

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 James Island. 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 10. With Expedia Rewards, you can earn points towards your next booking.

Things to do

Charleston: Historical Downtown Tour by Horse-drawn Carriage

Charleston: Historical Downtown Tour by Horse-drawn Carriage

CA $70
per adult
96% of travellers recommend
Charleston: Historical Downtown Tour by Horse-drawn Carriage
Charleston: Fort Sumter Entry Ticket with Roundtrip Ferry

Charleston: Fort Sumter Access with Roundtrip Ferry

CA $60
per adult
98% of travellers recommend
Charleston: Fort Sumter Access with Roundtrip Ferry
Old Town Trolley Tour of Charleston

Old Town Trolley Tour of Charleston

CA $57
per adult
90% of travellers recommend
Old Town Trolley Tour of Charleston
See all activities in James Island

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.