Title: Chesterfield Vacation Packages & Trips 2026 from CA $793 | 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)[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 #### 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. ![Motel 6 Rolla, MO](https://images.trvl-media.com/lodging/16000000/15990000/15981000/15980974/d838aa28_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Motel 6 Rolla, MO CA $793 per person Jan 19 - Jan 26 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to St. Louis (STL) 6.6/10 (257 reviews) The staff are very friendly and courteous. This hotel is on the up tick and it seems like the staff care about it. Reviewed on Nov 29, 2025 ![Hermann Grain Bins BNB ](https://images.trvl-media.com/lodging/117000000/116770000/116761300/116761277/27846aee_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hermann Grain Bins BNB CA $2,244 per person Jan 19 - Jan 26 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to St. Louis (STL) 2/10 (1 review) ![Comfort Suites Rolla](https://images.trvl-media.com/lodging/1000000/920000/917100/917057/088ff9ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Comfort Suites Rolla CA $1,032 per person Jan 19 - Jan 26 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to St. Louis (STL) 8.8/10 Excellent! (928 reviews) The staff are very courteous and friendly. Check in was quick and helpful. The room was clean and quiet. The free breakfast was warm and appreciated on an early morning. I would stay again when going through town. Reviewed on Nov 26, 2025 ![Comfort Inn Sullivan](https://images.trvl-media.com/lodging/2000000/1460000/1453000/1452969/afa867ea_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Comfort Inn Sullivan CA $1,043 per person Jan 19 - Jan 26 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to St. Louis (STL) 8.6/10 Excellent! (798 reviews) Good room, lobby was undergoing renovation. Reviewed on Dec 3, 2025 ![Best Western Coachlight](https://images.trvl-media.com/lodging/1000000/30000/24000/23936/264533cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Best Western Coachlight CA $965 per person Jan 19 - Jan 26 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to St. Louis (STL) 7.6/10 Good! (620 reviews) Staff was very friendly and the room was nice and clean. The shower was great, plenty of hot water. Beds are comfy. Reviewed on Nov 22, 2025 ## Ready to book your vacation to Chesterfield? Choose your dates ## Chesterfield Hotel Deals ![Sonesta ES Suites St. Louis - Chesterfield](https://images.trvl-media.com/lodging/1000000/10000/500/422/a42ce99e_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 $120 CA $139 total Dec 25 - Dec 26 includes taxes & fees 7.8/10 Good! (1,029 reviews) We only stayed one night. The room is clean, the bed was comfortable, the kitchenette that was nice. All of the dishes were in the dishwasher so I had to put them away. No big deal there. Reviewed on Dec 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=25%2F12%2F2025&endDate=26%2F12%2F2025&selected=422&PinnedHotelID=422&HadPinnedHotel=true®ionId=9530) ![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 $179 CA $207 total Dec 25 - Dec 26 includes taxes & fees 9.6/10 Exceptional! (1,039 reviews) Absolutely amazing stay very nice play our family stays there every time very kid friendly Reviewed on Dec 12, 2025 [](https://expedia.ca/Hotel-Search?startDate=25%2F12%2F2025&endDate=26%2F12%2F2025&selected=1346760&PinnedHotelID=1346760&HadPinnedHotel=true®ionId=9530) ![Hyatt Place St. Louis/Chesterfield](https://images.trvl-media.com/lodging/7000000/6590000/6583800/6583788/d7f7c2c1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Place St. Louis/Chesterfield 333 Chesterfield Center East Chesterfield MO Fully refundableReserve now, pay when you stay CA $169 CA $196 total Jan 4 - Jan 5, 2026 includes taxes & fees 9.4/10 Exceptional! (1,000 reviews) Speedy check-in, good breakfast, convenient location Reviewed on Dec 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=6583788&PinnedHotelID=6583788&HadPinnedHotel=true®ionId=9530) [See all 2,121 properties in Chesterfield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F12%2F2025&endDate=19%2F12%2F2025®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 ![Gateway Arch featuring modern architecture, a city and a skyscraper](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/28000/28954-Gateway-Arch.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Gateway Arch 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) ![St. Louis Zoo](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/200000/200067-St-Louis-Zoo.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### St. Louis Zoo In the middle of St. Louis, meet the exotic and endangered animals that live in meticulously recreated ecosystems from all over the world. [](https://expedia.ca/St-Louis-Zoo-St-Louis.d502878.Vacation-Attraction) ![Busch Stadium](https://mediaim.expedia.com/destination/1/fc7b602fbc184e7e7e6b56e34fb1afe4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Busch Stadium Catch an event at Busch Stadium during your trip to St. Louis. Experience the area's great live music or attend a baseball game. [](https://expedia.ca/Busch-Stadium-Downtown-St-Louis.d502872.Vacation-Attraction) ### What to do in Chesterfield ![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) ![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/a0055784-5adb-4f81-8c3e-b01a05d29286.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Lemp Haunted Neighborhood Walking Tour CA $37 per adult **84%** of travellers recommend [](https://expedia.ca/things-to-do/lemp-haunted-neighborhood-walking-tour.a1357747.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