Title: Adventure 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 Adventure 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 Adventure hotel deals in Great River Road Price found within the past 48 hours. Click for updated prices. ![Hilton Orrington / Evanston](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/fbf21c1c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Orrington / Evanston Downtown Evanston CA $547 per person Mar 12 - Mar 15 just found Roundtrip flight included Toronto (YTO) to Chicago (ORD) 7.6/10 Good! (1,002 reviews) I would stay here again if I need to stay in Evanston again. Thanks Reviewed on Jan 19, 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 $954 per person Feb 23 - Feb 27 found 1 day ago Roundtrip flight included Toronto (YTO) 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 ![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 $745 per person Mar 6 - Mar 9 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Amazing place, breakfast is great , location is great - honestly great hotel! Reviewed on Jan 21, 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 $1,155 per person Mar 6 - Mar 9 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Exceptional service, great location, beautiful hotel Reviewed on Jan 20, 2026 ![InterContinental New Orleans by IHG](https://images.trvl-media.com/lodging/1000000/20000/14600/14550/ecab4255_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### InterContinental New Orleans by IHG New Orleans Central Business District CA $1,440 per person Mar 17 - Mar 24 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to New Orleans (MSY) 9/10 Wonderful! (1,755 reviews) Was difficulty with the elevators. Stairs should be an option. Twice we had to wait in excess of 10 minutes for an elevator. Reviewed on Jan 18, 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/2026-02-22/2026-03-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MSP&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Adventure holidays in Great River Road Price found within the past 48 hours. Click for updated prices. ![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 $1,123 per person Mar 12 - Mar 14 found 1 day ago Roundtrip flight included Toronto (YTZ) to Chicago (ORD) 9.4/10 Exceptional! (1,000 reviews) First time there. Staff was helpful and they provided excellent memorable service 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 $1,155 per person Mar 6 - Mar 9 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Exceptional service, great location, beautiful hotel Reviewed on Jan 20, 2026 ![The Windsor Court](https://images.trvl-media.com/lodging/1000000/30000/26000/25999/e8f2bef5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Windsor Court New Orleans Central Business District CA $2,370 per person Apr 8 - Apr 13 found 1 day ago Roundtrip flight included Toronto (YYZ) to New Orleans (MSY) 9.8/10 Exceptional! (1,002 reviews) We loved our stay at the Windsor Court for the holidays. From the atmosphere to the service, it was absolutely perfect. Reviewed on Jan 8, 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/2026-02-22/2026-03-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MSP&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Adventure holidays in Great River Road Price found within the past 48 hours. Click for updated prices. ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago CA $752 per person Apr 17 - Apr 20 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Chicago (ORD) 9/10 Wonderful! (380 reviews) Property was clean, welcoming, pet friendly Reviewed on Jan 18, 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 $977 per person Apr 3 - Apr 6 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Amazing place, breakfast is great , location is great - honestly great hotel! Reviewed on Jan 21, 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 $1,155 per person Mar 6 - Mar 9 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Exceptional service, great location, beautiful hotel Reviewed on Jan 20, 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/2026-02-22/2026-03-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MSP&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Adventure holidays in Great River Road Price found within the past 48 hours. Click for updated prices. ![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 $954 per person Feb 23 - Feb 27 found 1 day ago Roundtrip flight included Toronto (YTO) 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 ![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 $1,102 per person Apr 9 - Apr 13 found 1 day ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Amazing place, breakfast is great , location is great - honestly great hotel! Reviewed on Jan 21, 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 $1,476 per person Mar 11 - Mar 15 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Exceptional service, great location, beautiful hotel Reviewed on Jan 20, 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/2026-02-22/2026-03-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MSP&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 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) ## 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