Title: Mountain Vacations in Southwest Illinois 2026 | Expedia.ca ![](https://images.trvl-media.com/place/6058943/ba13542c-304d-47c2-bad4-d7c83a7389e4.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southwest Illinois Mountain Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Southernmost Illinois Tourism Bureau - ## 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 Mountain hotel deals in Southwest Illinois Price found within the past 48 hours. Click for updated prices. ![ White House at Grand Central](https://images.trvl-media.com/lodging/84000000/83130000/83121100/83121050/b3c8bf38_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### White House at Grand Central Grand Center CA $1,046 per person Mar 28 - Apr 1 found 17 hours ago Roundtrip flight included Winnipeg (YWG) to St. Louis (STL) 8.6/10 Excellent! (123 reviews) Very clean and very friendly people Reviewed on Nov 11, 2025 ![The Cheshire](https://images.trvl-media.com/lodging/1000000/30000/26100/26061/b6ec06de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Cheshire CA $1,273 per person Mar 28 - Apr 1 found 17 hours ago Roundtrip flight included Winnipeg (YWG) to St. Louis (STL) 8.6/10 Excellent! (1,002 reviews) The Cheshire is in a class by itself. The halls and sitting areas are so full of history and there’s an ambiance that we just love. Our suite, Treasure Island, was amazing! Large, clean, luxurious and cozy with a beautiful fireplace and large jacuzzi. We had a delicious dinner at the Basso, relaxed in the very British, cozy Fox & Hound, enjoyed a coffee at the Tudor styled Starbucks and as always, enjoyed breakfast beside the fireplace. We loved our stay! Reviewed on Jan 28, 2026 ![Ameristar Casino Resort and Spa](https://images.trvl-media.com/lodging/2000000/1880000/1873300/1873292/c42cf5fe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ameristar Casino Resort and Spa CA $1,321 per person Mar 28 - Apr 1 found 17 hours ago Roundtrip flight included Winnipeg (YWG) to St. Louis (STL) 8.4/10 Very Good! (1,006 reviews) I booked this hotel mainly for the pool and hot tub for a girls’ night. Check-in was at 4, and we were surprised to find out the hot tub closed at 6\. Most hotels we’ve stayed at keep their pool areas open until 9 or 10, so this was a little disappointing. Reviewed on Jan 18, 2026 ![Angad Arts Hotel St. Louis, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/28000000/27620000/27617000/27616925/25bc97a8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Angad Arts Hotel St. Louis, Tapestry Collection by Hilton Grand Center CA $1,210 per person Mar 28 - Apr 1 found 17 hours ago Roundtrip flight included Winnipeg (YWG) to St. Louis (STL) 8.8/10 Excellent! (1,022 reviews) Clean room and great staff Reviewed on Jan 27, 2026 ![DoubleTree by Hilton Hotel St. Louis - Chesterfield](https://images.trvl-media.com/lodging/1000000/10000/3300/3258/47e1344b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Hotel St. Louis - Chesterfield CA $1,190 per person Mar 28 - Apr 1 found 17 hours ago Roundtrip flight included Winnipeg (YWG) to St. Louis (STL) 8.6/10 Excellent! (1,001 reviews) Clean rooms, comfortable beds, kind and helpful staff such as Kim, Brandon at the front desk, Michelle our house keeper were all fantastic. Reviewed on Nov 26, 2025 Don't see what you're looking for? See all available trips from Columbus to Southwest Illinois [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=STL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Mountain holidays in Southwest Illinois Price found within the past 48 hours. Click for updated prices. ![The Ritz-Carlton, St. Louis](https://images.trvl-media.com/lodging/1000000/10000/6200/6132/9a597e77_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, St. Louis Clayton CA $2,271 per person Mar 28 - Apr 1 found 17 hours ago Roundtrip flight included Winnipeg (YWG) to St. Louis (STL) 9.2/10 Wonderful! (551 reviews) Great property. Concierge level wonderful. Reviewed on Jan 2, 2026 Don't see what you're looking for? See all available trips from Columbus to Southwest Illinois [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=STL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain holidays in Southwest Illinois Price found within the past 48 hours. Click for updated prices. ![DoubleTree by Hilton Hotel St. Louis - Chesterfield](https://images.trvl-media.com/lodging/1000000/10000/3300/3258/47e1344b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Hotel St. Louis - Chesterfield CA $965 per person Apr 22 - Apr 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to St. Louis (STL) 8.6/10 Excellent! (1,001 reviews) Clean rooms, comfortable beds, kind and helpful staff such as Kim, Brandon at the front desk, Michelle our house keeper were all fantastic. Reviewed on Nov 26, 2025 ![Hilton St. Louis Frontenac](https://images.trvl-media.com/lodging/1000000/10000/2100/2054/68baaab6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton St. Louis Frontenac CA $991 per person Apr 22 - Apr 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to St. Louis (STL) 8.8/10 Excellent! (1,003 reviews) Clean rooms and friendly staff. Safe area. Restaurant was delicious. Absolutely nothing negative about my stay at all. Beautiful property. Reviewed on Jan 24, 2026 Don't see what you're looking for? See all available trips from Columbus to Southwest Illinois [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=STL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain holidays in Southwest Illinois Price found within the past 48 hours. Click for updated prices. ![The Cheshire](https://images.trvl-media.com/lodging/1000000/30000/26100/26061/b6ec06de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Cheshire CA $1,273 per person Mar 28 - Apr 1 found 17 hours ago Roundtrip flight included Winnipeg (YWG) to St. Louis (STL) 8.6/10 Excellent! (1,002 reviews) The Cheshire is in a class by itself. The halls and sitting areas are so full of history and there’s an ambiance that we just love. Our suite, Treasure Island, was amazing! Large, clean, luxurious and cozy with a beautiful fireplace and large jacuzzi. We had a delicious dinner at the Basso, relaxed in the very British, cozy Fox & Hound, enjoyed a coffee at the Tudor styled Starbucks and as always, enjoyed breakfast beside the fireplace. We loved our stay! Reviewed on Jan 28, 2026 ![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 $1,284 per person Mar 28 - Apr 1 found 17 hours ago Roundtrip flight included Winnipeg (YWG) 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 ![Ameristar Casino Resort and Spa](https://images.trvl-media.com/lodging/2000000/1880000/1873300/1873292/c42cf5fe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ameristar Casino Resort and Spa CA $1,321 per person Mar 28 - Apr 1 found 17 hours ago Roundtrip flight included Winnipeg (YWG) to St. Louis (STL) 8.4/10 Very Good! (1,006 reviews) I booked this hotel mainly for the pool and hot tub for a girls’ night. Check-in was at 4, and we were surprised to find out the hot tub closed at 6\. Most hotels we’ve stayed at keep their pool areas open until 9 or 10, so this was a little disappointing. Reviewed on Jan 18, 2026 Don't see what you're looking for? See all available trips from Columbus to Southwest Illinois [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=STL&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 Southwest Illinois ](https://expedia.ca/Cheap-Flights-To-Southwest-Illinois.d6058943.Travel-Guide-Flights)[ Southwest Illinois Hotels ](https://expedia.ca/Southwest-Illinois-Hotels.d6058943.Travel-Guide-Hotels)[ Southwest Illinois Vacation Rentals ](https://expedia.ca/Southwest-Illinois-Vacation-Rentals.d6058943.Travel-Guide-VacationRentals)[ Southwest Illinois Car Rentals ](https://expedia.ca/Car-Rentals-In-Southwest-Illinois.d6058943.Car-Rental-Guide)[ Southwest Illinois Vacations ](https://expedia.ca/Southwest-Illinois.d6058943.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