Title: Ski Vacations in Great River Road 2026 | Expedia.ca ![](https://images.trvl-media.com/place/7956/10192ec4-1419-451d-9e2e-50909ca12beb.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Great River Road 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 Great River Road Price found within the past 48 hours. Click for updated prices. ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago CA $620 per person Apr 24 - Apr 26 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Everything was great just the doors for entering and exiting the building were a hassle to open and push through. Not accessible easily the revolving door was the only way to get in and out and you had to manually push it. It was a heavy door and hard to push with all your stuff. Reviewed on Jan 29, 2026 ![Melrose Mansion](https://images.trvl-media.com/lodging/1000000/910000/903600/903506/5eefe7e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Melrose Mansion French Quarter CA $1,560 per person Mar 8 - Mar 14 found 21 hours ago Roundtrip flight included Toronto (YTO) to New Orleans (MSY) 9.2/10 Wonderful! (1,002 reviews) The staff were lovely and i appreciated my upgrade very much. I mean it to be constructive when I note that the coffee and tea spread in the room was terrible; it's so easy to get this right these days that it's notable when it's just basic. The room is so inherently pretty, it just would have benefited from flowers and fruit and an interior designer's touch. The couch cover was just kinda ghetto. Call me if you want an interior design makeover, I lvoe your hotel and want it to shine when i come back! And again, all the staff were so so sweet. Reviewed on Jan 23, 2026 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,116 per person Mar 12 - Mar 15 found 5 hours ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) The room was boring thought it would be cleaner updated for the price best part was the view Reviewed on Jan 24, 2026 ![Hilton New Orleans Riverside](https://images.trvl-media.com/lodging/1000000/20000/19800/19716/w3837h2558x3y3-99d26293_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton New Orleans Riverside New Orleans Central Business District CA $1,036 per person Mar 23 - Mar 27 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to New Orleans (MSY) 8.8/10 Excellent! (1,142 reviews) The breakfast buffet was overpriced for the quality level of the food. The confirmation of my reservation stated free parking was included but upon check-in i was asked to pay fifty dollars for a parking pass. I paid an additional amount for a room with river view but was put in a room on the opposite side of the building. Overall, i wasn't happy with the customer service. However, the property is clean, and conveniently located to restaurants. Reviewed on Jan 20, 2026 ![Bonsoir](https://images.trvl-media.com/lodging/109000000/108770000/108761500/108761427/f6ba89b9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bonsoir New Orleans Central Business District CA $1,614 per person Mar 1 - Mar 7 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to New Orleans (MSY) 10/10 Exceptional! (26 reviews) The overall experience was very positive and smooth from start to finish. Communication with the host team was excellent—they were prompt, polite, and very helpful throughout. The check-in instructions were clear and timely, and our request for early check-in was kindly approved, which made our arrival much more comfortable. The accommodation was the best part of the stay. The rooms were big, clean, and comfortable, and the kitchen was modern and well equipped with all the necessary items. It felt spacious and well maintained, making it ideal for a family stay. Overall, the stay was very comfortable, well managed, and enjoyable. The pizza place downstairs served really good pizza, which was a nice bonus after our long days out, especially for a quick slice before getting back to the apartment. At times, a light pizza-baking aroma could be noticed in the rooms, particularly late at night. While this is understandably hard to fully prevent, it is something the management may want to be mindful of. That said, it did not take away from the overall positive experience. Great location, great accommodation, and great communication by the host team. We would definitely recommend this place. Reviewed on Jan 11, 2026 Don't see what you're looking for? See all available trips from Columbus to Great River Road [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MSP&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski holidays in Great River Road Price found within the past 48 hours. Click for updated prices. ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,116 per person Mar 12 - Mar 15 found 5 hours ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) The room was boring thought it would be cleaner updated for the price best part was the view Reviewed on Jan 24, 2026 ![The Langham, Chicago](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Chicago Downtown Chicago CA $1,674 per person Mar 14 - Mar 18 found 1 day ago Roundtrip non-stop flight included Toronto (YTZ) to Chicago (ORD) 9.8/10 Exceptional! (1,001 reviews) Staff was wonderful. Reviewed on Jan 25, 2026 ![Waldorf Astoria Chicago](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1040fa3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Waldorf Astoria Chicago Downtown Chicago CA $1,406 per person Apr 3 - Apr 6 found 22 hours ago Roundtrip non-stop flight included Montreal (YUL) to Chicago (ORD) 9.4/10 Exceptional! (1,000 reviews) Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better. Reviewed on Jan 26, 2026 Don't see what you're looking for? See all available trips from Columbus to Great River Road [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MSP&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in Great River Road Price found within the past 48 hours. Click for updated prices. ![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sable at Navy Pier Chicago, Curio Collection by Hilton Downtown Chicago CA $762 per person Mar 12 - Mar 15 found 5 hours ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (2,229 reviews) Great experience with no problems Reviewed on Jan 27, 2026 ![Hilton New Orleans Riverside](https://images.trvl-media.com/lodging/1000000/20000/19800/19716/w3837h2558x3y3-99d26293_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton New Orleans Riverside New Orleans Central Business District CA $884 per person Apr 13 - Apr 16 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to New Orleans (MSY) 8.8/10 Excellent! (1,142 reviews) The breakfast buffet was overpriced for the quality level of the food. The confirmation of my reservation stated free parking was included but upon check-in i was asked to pay fifty dollars for a parking pass. I paid an additional amount for a room with river view but was put in a room on the opposite side of the building. Overall, i wasn't happy with the customer service. However, the property is clean, and conveniently located to restaurants. Reviewed on Jan 20, 2026 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,116 per person Mar 12 - Mar 15 found 5 hours ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) The room was boring thought it would be cleaner updated for the price best part was the view Reviewed on Jan 24, 2026 Don't see what you're looking for? See all available trips from Columbus to Great River Road [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MSP&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Great River Road Price found within the past 48 hours. Click for updated prices. ![The Wildwood Hotel](https://images.trvl-media.com/lodging/2000000/1770000/1768200/1768149/800a6847_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Wildwood Hotel CA $991 per person Apr 16 - Apr 20 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to St. Louis (STL) 9.2/10 Wonderful! (1,600 reviews) Room was very fun layout. Grocery store and restaurants near by. Pool was very small but we didn't use the pool. Staff was great. Reviewed on Jan 25, 2026 ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago CA $1,130 per person Mar 14 - Mar 18 found 1 day ago Roundtrip non-stop flight included Toronto (YTZ) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Everything was great just the doors for entering and exiting the building were a hassle to open and push through. Not accessible easily the revolving door was the only way to get in and out and you had to manually push it. It was a heavy door and hard to push with all your stuff. Reviewed on Jan 29, 2026 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,572 per person Mar 14 - Mar 18 found 1 day ago Roundtrip non-stop flight included Toronto (YTZ) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) The room was boring thought it would be cleaner updated for the price best part was the view Reviewed on Jan 24, 2026 Don't see what you're looking for? See all available trips from Columbus to Great River Road [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MSP&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in Great River Road #### What are some benefits when booking ski vacations in Great River Road? 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 Great River Road? 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 Great River Road, 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 Great River Road with some as cheap as CA $620\. 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 Great River Road. 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 Great River Road. #### Can I book all-inclusive ski vacations in Great River Road? 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 Great River Road 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 Great River Road'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 Great River Road? 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 Great River Road. 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. ## 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 Great River Road ](https://expedia.ca/Cheap-Flights-To-Great-River-Road.d702655377080487936.Travel-Guide-Flights)[ Great River Road Hotels ](https://expedia.ca/Great-River-Road-Hotels.d702655377080487936.Travel-Guide-Hotels)[ Great River Road Vacation Rentals ](https://expedia.ca/Great-River-Road-Vacation-Rentals.d702655377080487936.Travel-Guide-VacationRentals)[ Great River Road Car Rentals ](https://expedia.ca/Car-Rentals-In-Great-River-Road.d702655377080487936.Car-Rental-Guide)[ Great River Road Vacations ](https://expedia.ca/Great-River-Road.d702655377080487936.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