Title: Ski Vacations in Cousins Island 2026 | Expedia.ca ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Cousins Island Ski Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## 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 Cousins Island Price found within the past 48 hours. Click for updated prices. ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Portland Harborview Downtown Portland CA $585 per person Mar 23 - Mar 27 found 2 hours ago Roundtrip flight included Toronto (YYZ) to Portland (PWM) 8.8/10 Excellent! (1,001 reviews) Room was clean and had all amenities. Reviewed on Jan 6, 2026 ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portland Harbor Hotel Downtown Portland CA $586 per person Mar 23 - Mar 27 found 2 hours ago Roundtrip flight included Toronto (YYZ) to Portland (PWM) 9.2/10 Wonderful! (1,668 reviews) I had a Junior Suite and it was lovely. Bed was extremely comfortable and it was very quiet. I will say the breakfast is costly in my opinion but it was great. Reviewed on Jan 6, 2026 ![Inn By The Sea](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d0fca35d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn By The Sea CA $1,466 per person Feb 12 - Feb 15 found 8 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.4/10 Exceptional! (288 reviews) Room was ready early friendly staff and room is better than expected Reviewed on Nov 16, 2025 ![Kennebunkport Captains Collection](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279259/285f2526_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kennebunkport Captains Collection CA $1,011 per person Mar 23 - Mar 27 found 2 hours ago Roundtrip flight included Toronto (YYZ) to Portland (PWM) 9.4/10 Exceptional! (649 reviews) The breakfast menu was fresh. The staff is friendly, helpful, and fantastic. Walkable to many things downtown for food but do note that many restaurants close during winter (off-season). Loved it! Would stay again. Reviewed on Jan 3, 2026 ![Longfellow Hotel](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/73070e99_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Longfellow Hotel Parkside CA $1,049 per person Feb 12 - Feb 15 found 8 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.6/10 Exceptional! (128 reviews) We loved our stay. Great staff, room was nice, cafe very good and the Town Car service for rides, so convenient! Reviewed on Jan 5, 2026 Don't see what you're looking for? See all available trips from Columbus to Cousins Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-07/2026-02-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in Cousins Island Price found within the past 48 hours. Click for updated prices. ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portland Harbor Hotel Downtown Portland CA $912 per person Feb 12 - Feb 15 found 8 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.2/10 Wonderful! (1,668 reviews) I had a Junior Suite and it was lovely. Bed was extremely comfortable and it was very quiet. I will say the breakfast is costly in my opinion but it was great. Reviewed on Jan 6, 2026 ![Inn By The Sea](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d0fca35d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn By The Sea CA $1,466 per person Feb 12 - Feb 15 found 8 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.4/10 Exceptional! (288 reviews) Room was ready early friendly staff and room is better than expected Reviewed on Nov 16, 2025 ![Longfellow Hotel](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/73070e99_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Longfellow Hotel Parkside CA $1,049 per person Feb 12 - Feb 15 found 8 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.6/10 Exceptional! (128 reviews) We loved our stay. Great staff, room was nice, cafe very good and the Town Car service for rides, so convenient! Reviewed on Jan 5, 2026 Don't see what you're looking for? See all available trips from Columbus to Cousins Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-07/2026-02-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Cousins Island Price found within the past 48 hours. Click for updated prices. ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Portland Harborview Downtown Portland CA $585 per person Mar 23 - Mar 27 found 2 hours ago Roundtrip flight included Toronto (YYZ) to Portland (PWM) 8.8/10 Excellent! (1,001 reviews) Room was clean and had all amenities. Reviewed on Jan 6, 2026 ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portland Harbor Hotel Downtown Portland CA $586 per person Mar 23 - Mar 27 found 2 hours ago Roundtrip flight included Toronto (YYZ) to Portland (PWM) 9.2/10 Wonderful! (1,668 reviews) I had a Junior Suite and it was lovely. Bed was extremely comfortable and it was very quiet. I will say the breakfast is costly in my opinion but it was great. Reviewed on Jan 6, 2026 ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portland Regency Hotel & Spa Downtown Portland CA $660 per person Mar 23 - Mar 27 found 2 hours ago Roundtrip flight included Toronto (YYZ) to Portland (PWM) 9.4/10 Exceptional! (1,512 reviews) The room was great!! The amenities were great! The dining was great also!! It has been a wonderful experience! Reviewed on Jan 7, 2026 Don't see what you're looking for? See all available trips from Columbus to Cousins Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-07/2026-02-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in Cousins Island #### What are some benefits when booking ski vacations in Cousins 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 Cousins 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 Cousins 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 Cousins Island with some as cheap as CA $585\. 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 Cousins 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 19 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 Cousins Island. #### Can I book all-inclusive ski vacations in Cousins 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 Cousins 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 Cousins 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 Cousins 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 Cousins 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 19\. 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 Cousins Island ](https://expedia.ca/Cheap-Flights-To-Cousins-Island.d553248635976197109.Travel-Guide-Flights)[ Cousins Island Hotels ](https://expedia.ca/Cousins-Island-Hotels.d553248635976197109.Travel-Guide-Hotels)[ Cousins Island Vacation Rentals ](https://expedia.ca/Cousins-Island-Vacation-Rentals.d553248635976197109.Travel-Guide-VacationRentals)[ Cousins Island Car Rentals ](https://expedia.ca/Car-Rentals-In-Cousins-Island.d553248635976197109.Car-Rental-Guide)[ Cousins Island Vacations ](https://expedia.ca/Cousins-Island.d553248635976197109.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