Title: Most Booked Chesterfield Vacation Book | Expedia.com [Chesterfield Travel Guide](https://expedia.com/Chesterfield.dx9530)[Hotels in Chesterfield](https://expedia.com/Chesterfield-Hotels.d9530.Travel-Guide-Hotels)[Vacation Rentals in Chesterfield](https://expedia.com/Chesterfield-Vacation-Rentals.d9530.Travel-Guide-VacationRentals)[Flights to Chesterfield](https://expedia.com/Cheap-Flights-To-Chesterfield.d9530.Travel-Guide-Flights)[Things to do in Chesterfield](https://expedia.com/Things-To-Do-In-Chesterfield.d9530.Travel-Guide-Activities)[Car Rentals in Chesterfield](https://expedia.com/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 Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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.com/St-Louis-Premium-Outlets-St-Louis.d553248621561876860.Vacation-Attraction), [Lou Fusz Soccer Complex](https://www.expedia.com/Lou-Fusz-Soccer-Complex-St-Louis.d553248635975913244.Vacation-Attraction) and [Westfield Chesterfield Mall](https://www.expedia.com/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. ### Discover the most popular places to visit in Chesterfield ![Union Station, St. Louis, MO](https://images.trvl-media.com/place/502868/8704491b-9324-4c56-89ed-94a638702313.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### St. Louis Union Station You can learn about the local history of St. Louis when you make a stop at a well-known site like St. Louis Union Station. Experience the area's great live music or attend a baseball game. [](https://expedia.com/St-Louis-Union-Station-Downtown-West.d502868.Vacation-Attraction) ![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 Catch an event at Busch Stadium during your trip to St. Louis. Experience the area's fascinating museums or attend a baseball game. [](https://expedia.com/Busch-Stadium-Downtown-St-Louis.d502872.Vacation-Attraction) ![Gateway Arch showing a city, a skyscraper and skyline](https://images.trvl-media.com/place/502855/34e3411a-eeba-4fa1-95fe-3ad9b54938f4.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.com/Gateway-Arch-Downtown-St-Louis.d502855.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 $32 per adult [](https://expedia.com/things-to-do/st-louis-ghost-tour-sinister-sins-shadows.a47668485.activity-details) ![St. Louis Premium Driving Tour with Boat Ride & Arch](https://mediaim.expedia.com/localexpert/47712556/5e48de69-a78b-4315-bccd-6ae9dafd98a3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### St. Louis Premium Driving Tour with Boat Ride & Arch $174 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/st-louis-premium-driving-tour-with-boat-ride-arch.a47712556.activity-details) ![Best of St. Louis Small Group Tour w/ Arch & River Cruise](https://mediaim.expedia.com/localexpert/46051486/4ca2bb68-86bc-4a3d-a7eb-e432157373a3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### St. Louis Premium Small Group Tour With Arch & River Cruise $169 per adult **84%** of travellers recommend [](https://expedia.com/things-to-do/st-louis-premium-small-group-tour-with-arch-river-cruise.a46051486.activity-details) [See all activities in Chesterfield](https://expedia.com/things-to-do/search?rid=9530) ## 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 $130 nightly $151 total Feb 15 - Feb 16 Total with taxes and fees 9.6/10 Exceptional! (1,059 reviews) Very clean. Fresh food Reviewed on Feb 2, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F15%2F2026&endDate=2%2F16%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 $93 nightly $107 total Feb 22 - Feb 23 Total with taxes and fees 9/10 Wonderful! (1,000 reviews) Good Reviewed on Jan 28, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%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 $103 nightly $120 total Feb 15 - Feb 16 Total with taxes and fees 8.2/10 Very Good! (790 reviews) Great hotel Reviewed on Jan 18, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F15%2F2026&endDate=2%2F16%2F2026&selected=297075&PinnedHotelID=297075&HadPinnedHotel=true®ionId=9530) [See all 2,171 properties in Chesterfield](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F9%2F2026&endDate=2%2F10%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. ## Find the Best Chesterfield Vacation Packages ## Chesterfield Essential Information | Language | English | | --------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Lambert-St. Louis Intl. Airport (STL) | | Population | 47,900 | | Max Temp Winter | 40ºF | | Max Temp Summer | 90ºF | | Top Sights | [Six Flags St. Louis](https://www.expedia.com/Six-Flags-St-Louis-St-Louis.d6147083.Vacation-Attraction), [Magic House - St. Louis Childrens Museum](https://www.expedia.com/Magic-House-St-Louis-Childrens-Museum-St-Louis.d6191631.Vacation-Attraction) and [Route 66 State Park](https://www.expedia.com/Route-66-State-Park-St-Louis.d6292976.Vacation-Attraction) | ## 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.com/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 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[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Chesterfield vacation package cost? ### What are the cheapest months to go to Chesterfield? ### How many days is enough for Chesterfield? ### Is it worth booking a vacation package to Chesterfield? ### How to find the best Chesterfield package deals? ### Is it cheaper to book a Chesterfield vacation as a package? ### When to book a vacation package to Chesterfield? ### How to plan a trip to Chesterfield? > 1. Choose your dates: The things you want to do in Chesterfield and your preferred season will help you decide when to go. > 2. Set your budget: Factor in costs like food, flights and transportation when working out how much to set aside for your trip to Chesterfield. Then, select a property that matches your budget, whether that's an economical stay or a lavish retreat. > 3. Use our [trip planning tool](https://www.expedia.com/why/trip-planning) to explore Chesterfield: Research every aspect of your trip to Chesterfield with this handy planner. Invite your friends and family to collaborate on a group getaway, search for hotels or things to do and make bookings. > 4. Decide how many days away: Start by making a list of all the sights and activities you'd like to experience in Chesterfield. Then, estimate how long you'll need at each, including any travel time. > 5. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Chesterfield vacation package that brings all your bookings together. > 6. Book any activities or day trips: Now to the fun part — organizing everything you want to see and do. Browse some of the top [things to do in Chesterfield](https://www.expedia.com/Things-To-Do-In-Chesterfield.d9530.Travel-Guide-Activities) in Chesterfield and book your tickets early to save time (and maybe some dollars too!). ### Does Expedia offer Book Now, Pay Later Chesterfield vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Hotels near Chesterfield Arts ](https://www.expedia.com/Chesterfield-Arts-Hotels.0-l553248621532648594-0.Travel-Guide-Filter-Hotels) - [Hotels near Westfield Chesterfield Mall ](https://www.expedia.com/Westfield-Chesterfield-Mall-Hotels.0-l6190516-0.Travel-Guide-Filter-Hotels) - [Hotels near Sophia M. 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[Flights from Detroit (DTW) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/dtw/sus/detroit-to-st-louis) - [Flights from Las Vegas (LAS) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/las/sus/las-vegas-to-st-louis) - [Flights from Lexington (LEX) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/lex/sus/lexington-to-st-louis) - [Flights from Chicago (ORD) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/ord/sus/chicago-to-st-louis) - [Flights from Kansas City (MCI) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/mci/sus/kansas-city-to-st-louis) - [Flights from Nashville (BNA) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/bna/sus/nashville-to-st-louis) - [Flights from Philadelphia (PHL) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/phl/sus/philadelphia-to-st-louis) - [Flights from Cincinnati (CVG) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/cvg/sus/cincinnati-to-st-louis) - [Flights from Denver (DEN) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/den/sus/denver-to-st-louis) - 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[Flights from Orlando (MCO) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/mco/sus/orlando-to-st-louis) - [Flights from Dallas (DFW) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/dfw/sus/dallas-to-st-louis) - [Flights from Topeka (FOE) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/foe/sus/topeka-to-st-louis) - [Flights from Milwaukee (MKE) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/mke/sus/milwaukee-to-st-louis) - [Flights from Tampa (TPA) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/tpa/sus/tampa-to-st-louis) - [Flights from Springfield (SPI) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/spi/sus/springfield-to-st-louis) - [Flights from Fort Worth (FTW) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/ftw/sus/fort-worth-to-st-louis) - [Flights from Memphis (MEM) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/mem/sus/memphis-to-st-louis) - [Flights from Boston (BOS) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/bos/sus/boston-to-st-louis) - [Flights from Lawrenceville (LWV) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/lwv/sus/lawrenceville-to-st-louis) - [Flights from Savannah (SAV) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/sav/sus/savannah-to-st-louis) - [Flights from Columbus (CMH) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/cmh/sus/columbus-to-st-louis) - [Flights from Jackson (JAN) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/jan/sus/jackson-to-st-louis) - [Flights from Colorado Springs (COS) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/cos/sus/colorado-springs-to-st-louis) - [Flights from Richmond (RIC) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/ric/sus/richmond-to-st-louis) - [Flights from Orange County (SNA) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/sna/sus/orange-county-to-st-louis) - [Flights from Fort Myers (RSW) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/rsw/sus/fort-myers-to-st-louis) - [Flights from Miami (MIA) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/mia/sus/miami-to-st-louis) - 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[Flights from Montreal (YUL) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/yul/sus/montreal-to-st-louis) - [Flights from Fukushima (FKS) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/fks/sus/fukushima-to-st-louis) - [Flights from Fresno (FAT) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/fat/sus/fresno-to-st-louis) - [Flights from Toronto (YYZ) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/yyz/sus/toronto-to-st-louis) - [Flights from San Diego (SAN) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/san/sus/san-diego-to-st-louis) - [Flights from New York (LGA) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/lga/sus/new-york-to-st-louis) - [Flights from Matamoros (MAM) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/mam/sus/matamoros-to-st-louis) - [Flights from Trenton (TTN) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/ttn/sus/trenton-to-st-louis) - [Flights from Jonesboro (JBR) to St. Louis (SUS) ](https://www.expedia.com/lp/flights/jbr/sus/jonesboro-to-st-louis) - [Chesterfield Arts ](https://www.expedia.com/Chesterfield-Arts-St-Louis.d553248621532648594.Vacation-Attraction) - [Westfield Chesterfield Mall ](https://www.expedia.com/Westfield-Chesterfield-Mall-St-Louis.d6190516.Vacation-Attraction) - [Sophia M. Sachs Butterfly House ](https://www.expedia.com/Sophia-M-Sachs-Butterfly-House-St-Louis.d6190513.Vacation-Attraction) - [Faust Park ](https://www.expedia.com/Faust-Park-St-Louis.d6160334.Vacation-Attraction) - [Taubman Prestige Outlets ](https://www.expedia.com/Taubman-Prestige-Outlets-St-Louis.d553248621561876633.Vacation-Attraction) - [Sky Zone Indoor Trampoline Park - St. Louis ](https://www.expedia.com/Sky-Zone-Indoor-Trampoline-Park-St-Louis-St-Louis.d553248621532648592.Vacation-Attraction) - [Chesterfield Sports Fusion ](https://www.expedia.com/Chesterfield-Sports-Fusion-St-Louis.d553248621532648590.Vacation-Attraction) - [Myseum ](https://www.expedia.com/Myseum-St-Louis.d6292383.Vacation-Attraction) - [Lou Fusz Soccer Complex ](https://www.expedia.com/Lou-Fusz-Soccer-Complex-St-Louis.d553248635975913244.Vacation-Attraction) - [Ballwin Vacations ](https://www.expedia.com/Ballwin.d6354554.Destination-Travel-Guides) - [Car rentals near Sky Zone Indoor Trampoline Park - St. Louis ](https://www.expedia.com/Car-Rentals-In-Sky-Zone-Indoor-Trampoline-Park-St-Louis.d553248621532648592.Car-Rental-Guide) - [Car rentals near Clarkson Valley ](https://www.expedia.com/Car-Rentals-In-Clarkson-Valley.d553248634983528759.Car-Rental-Guide) - [Car rental St. Louis Airport (SUS) ](https://www.expedia.com/Car-Rentals-In-Spirit-Of-St-Louis.d6024951.Car-Rental-Guide) - [Enterprise Rental Cars in Spirit of St. Louis ](https://www.expedia.com/Enterprise-Car-Rentals-In-Spirit-Of-St-Louis.d6024951-c15.Car-Rental-Guide-Suppliers) - [Budget Rental Cars in Spirit of St. Louis ](https://www.expedia.com/Budget-Car-Rentals-In-Spirit-Of-St-Louis.d6024951-c39.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in Spirit of St. Louis ](https://www.expedia.com/Avis-Car-Rentals-In-Spirit-Of-St-Louis.d6024951-c41.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Spirit of St. Louis ](https://www.expedia.com/Hertz-Car-Rentals-In-Spirit-Of-St-Louis.d6024951-c40.Car-Rental-Guide-Suppliers) - [National Car Rental Rental Cars in Spirit of St. Louis ](https://www.expedia.com/National-Car-Rental-Car-Rentals-In-Spirit-Of-St-Louis.d6024951-c42.Car-Rental-Guide-Suppliers) \* Savings based on package bookings compared to the price of the same components booked separately. 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