Title: Chesterfield Vacation Packages & Trips 2026 from CA $951 | 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/9530/1354d115-90ea-4577-9a05-256f90e90326.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. ![Royal INN](https://images.trvl-media.com/lodging/111000000/110150000/110146500/110146474/3ddd6846_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Royal INN CA $951 per person Apr 28 - May 2 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to St. Louis (STL) 5.4/10 (8 reviews) Hard to find anyone. Rooms were not rhe best Reviewed on Oct 9, 2025 ## 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/2000000/1350000/1346800/1346760/69d580ec_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 $207 total Apr 3 - Apr 4 includes taxes & fees 9.8/10 Exceptional! (1,104 reviews) . Reviewed on Mar 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=03%2F04%2F2026&endDate=04%2F04%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/f06ceba4_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 $139 CA $161 total Apr 5 - Apr 6 includes taxes & fees 9/10 Wonderful! (1,000 reviews) Very disappointed there was only one chair in our room & it was a not comfortable office chair Reviewed on Mar 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=126794&PinnedHotelID=126794&HadPinnedHotel=true®ionId=9530) ![Sonesta ES Suites St. Louis - Chesterfield](https://images.trvl-media.com/lodging/1000000/10000/500/422/6f160867_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta ES Suites St. Louis - Chesterfield 15431 Conway Rd Chesterfield MO Fully refundableReserve now, pay when you stay CA $122 CA $141 total Mar 30 - Mar 31 includes taxes & fees 8/10 Very Good! (1,033 reviews) Will come back because of the pet friendly property. The staff were great. A little outdated especially rugs but love the space and layout. Reviewed on Mar 25, 2026 [](https://expedia.ca/Hotel-Search?startDate=30%2F03%2F2026&endDate=31%2F03%2F2026&selected=422&PinnedHotelID=422&HadPinnedHotel=true®ionId=9530) [See all 2,195 properties in Chesterfield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=26%2F03%2F2026&endDate=27%2F03%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) ### Discover the most popular places to visit in Chesterfield ![St. Louis Cardinals Baseball. ](https://images.trvl-media.com/place/3284/67189e41-0060-455b-85a9-ab65c9125a63.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Busch Stadium 5/5(19 reviews) Catch an event at Busch Stadium during your trip to St. Louis. Experience the area's acclaimed theater scene or attend a baseball game. [](https://expedia.ca/Busch-Stadium-Downtown-St-Louis.d502872.Vacation-Attraction) ![Gateway Arch featuring modern architecture, a city and a skyscraper](https://images.trvl-media.com/place/502855/34e3411a-eeba-4fa1-95fe-3ad9b54938f4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Gateway Arch 4.5/5(37 reviews) Enjoy 360-degree views and learn about the history of St. Louis at this world-famous landmark. [](https://expedia.ca/Gateway-Arch-Downtown-St-Louis.d502855.Vacation-Attraction) ![Aerial view of vibrant downtown St. Louis with Enterprise Center and St. Louis Wheel, St. Louis, Missouri, United States.](https://images.trvl-media.com/place/502873/da730472-6151-40a1-b074-013a6c50d0f4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Enterprise Center 4.5/5(15 reviews) Catch an event at Enterprise Center during your trip to St. Louis. Experience the area's great live music or attend a baseball game. [](https://expedia.ca/Enterprise-Center-Downtown-West.d502873.Vacation-Attraction) ### What to do in Chesterfield ![St. Louis: Gateway Ghouls and Hauntings Walking Tour](https://mediaim.expedia.com/localexpert/47668485/dd78fc5b-2837-423e-80a2-c4dfd8151a08.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### St. Louis Ghost Tour: Sinister Sins & Shadows CA $33 per adult [](https://expedia.ca/things-to-do/st-louis-ghost-tour-sinister-sins-shadows.a47668485.activity-details) ![Lemp Haunted Neighborhood Walking Tour](https://mediaim.expedia.com/localexpert/1357747/5cac0135-b8b0-4916-b5c1-48e8a0a93aab.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Lemp Haunted Neighborhood Walking Tour CA $41 per adult **84%** of travellers recommend [](https://expedia.ca/things-to-do/lemp-haunted-neighborhood-walking-tour.a1357747.activity-details) ![St Louis Self-Guided Driving and Walking Audio Tour](https://mediaim.expedia.com/localexpert/49269846/95dbaecc-d0df-4a0c-a007-7dc95eddf58f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### St Louis Self-Guided Driving and Walking Audio Tour CA $21 per traveller [](https://expedia.ca/things-to-do/st-louis-self-guided-driving-and-walking-audio-tour.a49269846.activity-details) [See all activities in Chesterfield](https://expedia.ca/things-to-do/search?rid=9530) ## 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