Title: Chesterfield Vacation Packages & Trips 2026 from CA $1,199 | Expedia.ca [Chesterfield Travel Guide](https://expedia.ca/Chesterfield.dx9530)[Hotels in Chesterfield](https://expedia.ca/Chesterfield-Hotels.d9530.Travel-Guide-Hotels)[Vacation Rentals in Chesterfield](https://expedia.ca/Chesterfield-Vacation-Rentals.d9530.Travel-Guide-VacationRentals)[Flights to Chesterfield](https://expedia.ca/Cheap-Flights-To-Chesterfield.d9530.Travel-Guide-Flights)[Things to do in Chesterfield](https://expedia.ca/Things-To-Do-In-Chesterfield.d9530.Travel-Guide-Activities)[Chesterfield Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterfield.d9530.Car-Rental-Guide) ![](https://images.trvl-media.com/place/9530/c6d3b4d9-41bc-4a55-9787-aa13d1650621.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chesterfield Vacation Packages ## 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 #### Your Chesterfield Vacation Let our vacation packages to Chesterfield inspire your next great escape. There's a whole lot to love about this amazing city, starting with the neighborhood of Valley Park, which is great for golfing and nature. Make your trip to Chesterfield even more enjoyable by going sightseeing. [St. Louis Premium Outlets](https://www.expedia.ca/St-Louis-Premium-Outlets-St-Louis.d553248621561876860.Vacation-Attraction), [Lou Fusz Soccer Complex](https://www.expedia.ca/Lou-Fusz-Soccer-Complex-St-Louis.d553248635975913244.Vacation-Attraction) and [Westfield Chesterfield Mall](https://www.expedia.ca/Westfield-Chesterfield-Mall-St-Louis.d6190516.Vacation-Attraction) are some of the leading attractions worth exploring. Whatever your travel plans or budget, organizing a tailored Chesterfield vacation is a cinch with Expedia. ## Top Chesterfield Vacation Deals 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 $1,199 per person Mar 19 - Mar 26 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to St. Louis (STL) 9.2/10 Wonderful! (1,600 reviews) Clean room and easy parking. Reviewed on Feb 2, 2026 ![Hilton Garden Inn Chesterfield](https://images.trvl-media.com/lodging/1000000/300000/297100/297075/c23cebe0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn Chesterfield CA $1,557 per person Mar 21 - Mar 28 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to St. Louis (STL) 8.2/10 Very Good! (779 reviews) Staff was informative during check-in. Room was clean and the TV even had WELCOME with my name on it. Would stay here again. Reviewed on Dec 22, 2025 ![Landing Apartments - Eureka](https://images.trvl-media.com/lodging/120000000/119980000/119975900/119975875/80055f3d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments - Eureka CA $1,822 per person Mar 19 - Mar 26 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to St. Louis (STL) No reviews ![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 $1,527 per person Mar 19 - Mar 26 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to St. Louis (STL) 8.6/10 Excellent! (1,002 reviews) I love the whole "English Tudor" vibe at the hotel. The room was clean and well-appointed. The staff is friendly and the hotel lounge is a fun place to unwind. Reviewed on Feb 6, 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 $1,605 per person Mar 19 - Mar 26 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to St. Louis (STL) 8.8/10 Excellent! (1,022 reviews) It was good and beautiful on the inside. Loved all the art. The bed was comfy and the room was like an apartment .The only thing that stunk is that there wasn't a microwave in the room. But there was one on the floor so it worked out. Reviewed on Feb 3, 2026 ## Ready to book your vacation to Chesterfield? Choose your dates ## Chesterfield Hotel Deals ![Drury Plaza Hotel St. Louis Chesterfield](https://images.trvl-media.com/lodging/2000000/1350000/1346800/1346760/c1fcfc39_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Drury Plaza Hotel St. Louis Chesterfield 355 Chesterfield Ctr Chesterfield MO Fully refundableReserve now, pay when you stay CA $178 CA $206 total Feb 11 - Feb 12 includes taxes & fees 9.6/10 Exceptional! (1,062 reviews) Perfect!! Reviewed on Jan 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=11%2F02%2F2026&endDate=12%2F02%2F2026&selected=1346760&PinnedHotelID=1346760&HadPinnedHotel=true®ionId=9530) ![Fairfield Inn & Suites by Marriott St. Louis Chesterfield](https://images.trvl-media.com/lodging/1000000/130000/126800/126794/b774ae26_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fairfield Inn & Suites by Marriott St. Louis Chesterfield 1065 Chesterfield Pkwy E Chesterfield MO Fully refundableReserve now, pay when you stay CA $133 CA $154 total Feb 22 - Feb 23 includes taxes & fees 9/10 Wonderful! (1,002 reviews) Good Reviewed on Jan 28, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=126794&PinnedHotelID=126794&HadPinnedHotel=true®ionId=9530) ![Hilton Garden Inn Chesterfield](https://images.trvl-media.com/lodging/1000000/300000/297100/297075/c23cebe0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Chesterfield 16631 Chesterfield Grove Ct Chesterfield MO Fully refundableReserve now, pay when you stay CA $141 CA $164 total Mar 1 - Mar 2 includes taxes & fees 8.2/10 Very Good! (789 reviews) Great hotel Reviewed on Jan 18, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=297075&PinnedHotelID=297075&HadPinnedHotel=true®ionId=9530) [See all 2,166 properties in Chesterfield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=9530) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ![](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) ## Explore a world of travel with Expedia \* 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