Title: Chesterfield Vacation Packages & Trips 2026 from CA $1,014 | 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

#### 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/2000000/1770000/1768200/1768149/035dee6c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Wildwood Hotel

CA $1,014

per person

Jun 7 - Jun 12

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to St. Louis (STL)

9.2/10 Wonderful! (1,620 reviews)

The breakfaat was average, thou fresh. There was enough street parking nearby, safe.

Reviewed on Mar 30, 2026

![ The Royal Sonesta Chase Park Plaza St. Louis](https://images.trvl-media.com/lodging/1000000/470000/465800/465749/9bee4fd7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

###  The Royal Sonesta Chase Park Plaza St. Louis

Central West End

CA $1,225

per person

Jun 7 - Jun 12

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to St. Louis (STL)

9/10 Wonderful! (1,005 reviews)

Beautiful hotel, enjoyed the theater. Only problem was getting receipt for my boss.

Reviewed on Mar 31, 2026

![The Cheshire](https://images.trvl-media.com/lodging/1000000/30000/26100/26061/24983857_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Cheshire

CA $1,119

per person

Jun 7 - Jun 12

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to St. Louis (STL)

8.6/10 Excellent! (1,009 reviews)

It had unique decor which was fun. Staff was nice But the lights were broken and there was a leftover can under a chair

Reviewed on Apr 1, 2026

![Hilton Garden Inn Chesterfield](https://images.trvl-media.com/lodging/1000000/300000/297100/297075/40ccff19_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Garden Inn Chesterfield

CA $1,020

per person

Jun 7 - Jun 12

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to St. Louis (STL)

8.2/10 Very Good! (799 reviews)

Room was clean. Had Netflix on tv

Reviewed on Mar 16, 2026

![Hilton Pennywell St. Louis at the Arch](https://images.trvl-media.com/lodging/2000000/1160000/1152200/1152198/w5944h3835x0y5-71dd544c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Pennywell St. Louis at the Arch

Downtown St. Louis

CA $1,154

per person

Jun 7 - Jun 12

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to St. Louis (STL)

8.8/10 Excellent! (1,029 reviews)

Great location. Nice room. One elevator did not work through the duration of the stay, but we never had to wait long. Restaurant food was average and overpriced. Staff was very friendly and we enjoyed our stay.

Reviewed on Mar 30, 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/2000000/1350000/1346800/1346760/69d580ec_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 $189

CA $219 total

Apr 8 - Apr 9

includes taxes & fees

9.8/10 Exceptional! (1,118 reviews)

Didnt get the breakfast line to long

Reviewed on Apr 1, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F04%2F2026&endDate=09%2F04%2F2026&selected=1346760&PinnedHotelID=1346760&HadPinnedHotel=true&regionId=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 $152

CA $176 total

Apr 13 - Apr 14

includes taxes & fees

9/10 Wonderful! (1,001 reviews)

As of March 2026 end, the property was open but not finished. Main driving entrance closed to traffic. Contractors working -- loudly -- in various parts of the building...including sleeping rooms. No gym yet. No pictures on the room walls. No soap dish. Sleeping room a generous size. Nice desk. Good ...

Reviewed on Mar 31, 2026

[](https://expedia.ca/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=126794&PinnedHotelID=126794&HadPinnedHotel=true&regionId=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 $145

CA $168 total

Apr 8 - Apr 9

includes taxes & fees

8/10 Very Good! (1,023 reviews)

Impressed with having a nice efficiency kitchen, beds were comfortable, will gladly stay again with my family.

Reviewed on Apr 1, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F04%2F2026&endDate=09%2F04%2F2026&selected=422&PinnedHotelID=422&HadPinnedHotel=true&regionId=9530)

[See all 2,209 properties in Chesterfield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=03%2F04%2F2026&endDate=04%2F04%2F2026&regionId=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

![Busch Stadium](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](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)

![St. Louis Zoo](https://images.trvl-media.com/place/502878/51adfd0a-5175-4aa9-aa40-2221835ea3ae.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### St. Louis Zoo

4.5/5(7 reviews)

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)

### 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