Title: Ski Vacations in Chalk Sound Drive 2026 | Expedia.ca ![](https://images.trvl-media.com/place/2822/ffd6fc73-8d2b-4aa3-bf12-cf1ca39978c2.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chalk Sound Drive Ski Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Curt Aftanas - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Ski hotel deals in Chalk Sound Drive Price found within the past 48 hours. Click for updated prices. ![Zenza Boutique Hotel](https://images.trvl-media.com/lodging/58000000/57400000/57395200/57395119/46922883_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Zenza Boutique Hotel Turtle Cove CA $2,349 per person Feb 21 - Feb 28 found 22 hours ago Roundtrip flight included Hamilton (YHM) to Providenciales (PLS) 9.4/10 Exceptional! (616 reviews) Large balcony with pretty view of the harbor.Good size room.Loved the fresh pastries, fruit, & coffee included each day. Beach with good snorkeling a 10 minute walk. Many dining options within 10-15 minute drive. Would recommend renting a car. Reviewed on Jan 13, 2026 ![Dream Villas Provo](https://images.trvl-media.com/lodging/97000000/96370000/96368700/96368651/24b5b040_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Dream Villas Provo CA $4,255 per person Feb 21 - Feb 28 found 22 hours ago Roundtrip flight included Hamilton (YHM) to Providenciales (PLS) 9/10 Wonderful! (53 reviews) Clean and modern room. Equipped with full kitchen. Friendly staff. Reviewed on Dec 21, 2025 ![The Strand Turks and Caicos](https://images.trvl-media.com/lodging/122000000/121220000/121212700/121212635/62b141ab_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Strand Turks and Caicos CA $4,699 per person Feb 21 - Feb 28 found 22 hours ago Roundtrip flight included Hamilton (YHM) to Providenciales (PLS) No reviews ![Bungalows at Windsong on the Reef](https://images.trvl-media.com/lodging/2000000/1800000/1793300/1793291/df63d90d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bungalows at Windsong on the Reef Grace Bay CA $3,706 per person Mar 22 - Mar 28 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Providenciales (PLS) 9/10 Wonderful! (77 reviews) I usually read all the reviews to get my opinion on resorts I should stay at. Some reviews are up and down. But I take them with a little grain of salt. That being said. I wanted to share mine. Which I usually don't do. We had a wonderful stay here. The resort is beautiful. The rooms are clean. The staff is great. The cleaning people are sweet and helpful. The butlers are awesome and help with any questions or help set up your excursions. The water is beautiful. Was a little rough while we were there so we went to the other side of the island and were in calmer waters. The pool and jacuzzi near our room was great. There's also one by the beach which is nice. Food was so so. It's so expensive. My kids are so picky so it was difficult to satisfy all of them. My husband and son did utilize the grocery shuttle and did some shopping. Again it's expensive. But it is what it is. That's the whole island not just one specific place. Everything has to be shipped in. I did use swift eats and ordered food from one of the restaurants and it was good. Somewhere restaurant on the beach was really good. The snorkeling excursion was awesome. My husband and kids loved it. I enjoyed staying on the boat in the sun. Iguana island was cool. I also did the clear kyack photoshoot it was a cool experience. Travel to and from the airport was easy. All and all we loved it. I would definitely recommend this place. Just be prepared that the island is pricy but everyone is so sweet & friendly Reviewed on Dec 28, 2025 Don't see what you're looking for? See all available trips from Columbus to Chalk Sound Drive [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-15/2026-02-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NCA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski holidays in Chalk Sound Drive Price found within the past 48 hours. Click for updated prices. ![The Shore Club Turks and Caicos](https://images.trvl-media.com/lodging/16000000/15440000/15438900/15438835/fb1fd0ea_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Shore Club Turks and Caicos Long Bay CA $5,819 per person Feb 21 - Feb 28 found 22 hours ago Roundtrip flight included Hamilton (YHM) to Providenciales (PLS) 9.4/10 Exceptional! (871 reviews) This was the best vacation ever! It was quiet, clean, comfortable, relaxing and overall a complete reset! The hotel was immaculate! The grounds were perfect. Pools INSANELY clean. Chairs clean and always covered with two towels set up for you on the spot. The staff was helpful and generous and attentive. The chefs are amazing and every meal I ate was better than the next! The drinks were strong and I never felt like I was being cheated out of anything. I was checked on constantly to make sure I didnt need anything whether I was by the pool or ocean! They helped with bookings and reservations too! Even the guests at the shore club were classy, fun, kind and just an elevated calibur of human! Complete opposite in mexico. Guest here came to relax and enjoy the luxury of calm, silence, great food, alone or couple time and my most favorite part was that there werent any kids runnign around screaming or splashing! I saw a few babies and they were so wonderful. I cant wait to go back here! I will never stay on grace bay after seeing longbay and staying here! This is my new home away from home! Reviewed on Jan 12, 2026 ![Rock House](https://images.trvl-media.com/lodging/73000000/72070000/72061500/72061427/3ee4de3b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rock House CA $12,941 per person Feb 21 - Feb 28 found 22 hours ago Roundtrip flight included Hamilton (YHM) to Providenciales (PLS) 9.6/10 Exceptional! (322 reviews) Amazing stay will be back for sure. The perfect relaxing getaway! Thanks rock house and take care of rocky! Reviewed on Jan 8, 2026 Don't see what you're looking for? See all available trips from Columbus to Chalk Sound Drive [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-15/2026-02-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NCA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in Chalk Sound Drive Price found within the past 48 hours. Click for updated prices. ![Zenza Boutique Hotel](https://images.trvl-media.com/lodging/58000000/57400000/57395200/57395119/46922883_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Zenza Boutique Hotel Turtle Cove CA $1,520 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YTO) to Providenciales (PLS) 9.4/10 Exceptional! (616 reviews) Large balcony with pretty view of the harbor.Good size room.Loved the fresh pastries, fruit, & coffee included each day. Beach with good snorkeling a 10 minute walk. Many dining options within 10-15 minute drive. Would recommend renting a car. Reviewed on Jan 13, 2026 ![The Oasis at Grace Bay](https://images.trvl-media.com/lodging/14000000/13230000/13220400/13220314/79780e1e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Oasis at Grace Bay Grace Bay CA $3,528 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YTO) to Providenciales (PLS) 9.6/10 Exceptional! (1,000 reviews) Clean room great staff Reviewed on Jan 15, 2026 ![Windsong on the Reef](https://images.trvl-media.com/lodging/3000000/2430000/2422200/2422198/12b8b359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Windsong on the Reef Grace Bay CA $3,530 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YTO) to Providenciales (PLS) 9.2/10 Wonderful! (1,003 reviews) Restaurant staff was not very helpful or friendly. They acted like we were inconveniencing them. The room was outstanding. The housekeeper was excellent. Reviewed on Jan 15, 2026 Don't see what you're looking for? See all available trips from Columbus to Chalk Sound Drive [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-15/2026-02-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NCA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Chalk Sound Drive Price found within the past 48 hours. Click for updated prices. ![The Park in Grace Bay](https://images.trvl-media.com/lodging/121000000/120070000/120063400/120063392/w1778h1200x22y0-fe85e0d2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Park in Grace Bay Grace Bay CA $2,437 per person Apr 2 - Apr 6 found 1 day ago Roundtrip flight included Montreal (YMQ) to Providenciales (PLS) No reviews ![Dream Villas Provo](https://images.trvl-media.com/lodging/97000000/96370000/96368700/96368651/24b5b040_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Dream Villas Provo CA $2,606 per person Apr 2 - Apr 6 found 1 day ago Roundtrip flight included Montreal (YMQ) to Providenciales (PLS) 9/10 Wonderful! (53 reviews) Clean and modern room. Equipped with full kitchen. Friendly staff. Reviewed on Dec 21, 2025 ![Bungalows at Windsong on the Reef](https://images.trvl-media.com/lodging/2000000/1800000/1793300/1793291/df63d90d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bungalows at Windsong on the Reef Grace Bay CA $2,738 per person Apr 2 - Apr 6 found 1 day ago Roundtrip flight included Montreal (YMQ) to Providenciales (PLS) 9/10 Wonderful! (77 reviews) I usually read all the reviews to get my opinion on resorts I should stay at. Some reviews are up and down. But I take them with a little grain of salt. That being said. I wanted to share mine. Which I usually don't do. We had a wonderful stay here. The resort is beautiful. The rooms are clean. The staff is great. The cleaning people are sweet and helpful. The butlers are awesome and help with any questions or help set up your excursions. The water is beautiful. Was a little rough while we were there so we went to the other side of the island and were in calmer waters. The pool and jacuzzi near our room was great. There's also one by the beach which is nice. Food was so so. It's so expensive. My kids are so picky so it was difficult to satisfy all of them. My husband and son did utilize the grocery shuttle and did some shopping. Again it's expensive. But it is what it is. That's the whole island not just one specific place. Everything has to be shipped in. I did use swift eats and ordered food from one of the restaurants and it was good. Somewhere restaurant on the beach was really good. The snorkeling excursion was awesome. My husband and kids loved it. I enjoyed staying on the boat in the sun. Iguana island was cool. I also did the clear kyack photoshoot it was a cool experience. Travel to and from the airport was easy. All and all we loved it. I would definitely recommend this place. Just be prepared that the island is pricy but everyone is so sweet & friendly Reviewed on Dec 28, 2025 Don't see what you're looking for? See all available trips from Columbus to Chalk Sound Drive [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-15/2026-02-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NCA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in Chalk Sound Drive #### What are some benefits when booking ski vacations in Chalk Sound Drive? 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 Chalk Sound Drive? 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 Chalk Sound Drive, 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 Chalk Sound Drive with some as cheap as CA $1,520\. 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 Chalk Sound Drive. 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 39 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 Chalk Sound Drive. #### Can I book all-inclusive ski vacations in Chalk Sound Drive? 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 Chalk Sound Drive 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 Chalk Sound Drive'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 Chalk Sound Drive? 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 Chalk Sound Drive. 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 39\. With Expedia Rewards, you can earn points towards your next booking. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Ski Vacation Destinations > - [Ski vacations in Whistler ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4115/Whistler) > - [Ski vacations in Banff ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4332/Banff) > - [Ski vacations in Mont Tremblant ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/55374/Mont-Tremblant) > - [Ski vacations in Jasper ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/8028/Jasper) > - [Ski vacations in Jackson ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180006/Jackson) > - [Ski vacations in France ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/59/France) > - [Ski vacations in Quebec ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180017/Quebec) > - [Ski vacations in Queenstown ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/3611/Queenstown) > - [Ski vacations in Lake Louise ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/10115/Lake-Louise) > - [Ski vacations in Nelson ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6194600/Nelson) > - [Ski vacations in Kitzbuhel ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6346453/Kitzbuehel) > - [Ski vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/174/Switzerland) > - [Ski vacations in La Plagne ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6034464/La-Plagne) > - [Ski vacations in St Gervais ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/3000402612/St-Gervais-Sur-Mare) > - [Ski vacations in Austria ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/11/Austria) > - [Ski vacations in Germany ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/64/Germany) > - [Ski vacations in Wengen ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6186871/Wengen) > - [Ski vacations in Ontario ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/2680/Ontario) > - [Ski vacations in Colorado ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/207/Colorado) ## More Vacations Ideas [Flights to Chalk Sound Drive ](https://expedia.ca/Cheap-Flights-To-Chalk-Sound-Drive.d553248635976468411.Travel-Guide-Flights)[ Chalk Sound Drive Hotels ](https://expedia.ca/Chalk-Sound-Drive-Hotels.d553248635976468411.Travel-Guide-Hotels)[ Chalk Sound Drive Vacation Rentals ](https://expedia.ca/Chalk-Sound-Drive-Vacation-Rentals.d553248635976468411.Travel-Guide-VacationRentals)[ Chalk Sound Drive Car Rentals ](https://expedia.ca/Car-Rentals-In-Chalk-Sound-Drive.d553248635976468411.Car-Rental-Guide)[ Chalk Sound Drive Vacations ](https://expedia.ca/Chalk-Sound-Drive.d553248635976468411.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app