Chesterfield Vacation Packages 2025/2026 from $400

Chesterfield flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

The Wildwood Hotel

per person

Aug 15 - Aug 17

found 1 day ago

Roundtrip flight included

Washington (DCA) to St. Louis (STL)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.

White House at Grand Central

Grand Center

Save 100% on your flight

per person

Sep 9 - Sep 16

found 18 hours ago

Roundtrip flight included

New York (NYC) to St. Louis (STL)

This apartment features a garden, express check-out, and laundry facilities. Barbecue grills are provided for your convenience.

Ballpark Apartments by Barsala

Downtown St. Louis

Save 100% on your flight

per person

Sep 24 - Sep 29

found 1 day ago

Roundtrip non-stop flight included

Fresno (FAT) to St. Louis (STL)

A gym is featured at this aparthotel, along with free WiFi in public areas and barbecue grills. A virtual front desk are provided for your convenience.

Hampton Inn By Hilton St Louis Airport

Woodson Terrace

Save 100% on your flight

per person

Aug 6 - Aug 13

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to St. Louis (STL)

Self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate freebies like continental breakfast, WiFi in public areas, and a roundtrip airport shuttle. Express check-out is also provided.

The Cheshire

per person

Sep 24 - Sep 29

found 1 day ago

Roundtrip non-stop flight included

Fresno (FAT) to St. Louis (STL)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free English breakfast each morning.

Top Chesterfield hotels deals

Sonesta ES Suites St. Louis - Chesterfield

15431 Conway Rd, Chesterfield, MO

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$108 total

Aug 3 - Aug 4

Total includes taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a garden, and express check-out are also on offer.

Pool

Breakfast included

Hyatt Regency St. Louis at The Arch

315 Chestnut St, St. Louis, MO

Free Cancellation

Reserve now, pay when you stay

$138 nightly

$163 total

Jul 31 - Aug 1

Total includes taxes and fees

This smoke-free hotel's 3 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.

Pet friendly

Free WiFi

The Arch Convention Hotel

811 N 9th Street, St. Louis, MO

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$130 total

Aug 5 - Aug 6

Total includes taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a snack bar/deli, and a lobby fireplace are also offered.

Pool

Free WiFi

Drury Plaza Hotel St. Louis at the Arch

2 South 4th Street, St. Louis, MO

Free Cancellation

Reserve now, pay when you stay

$140 nightly

$164 total

Jul 13 - Jul 14

Total includes taxes and fees

This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free buffet breakfast each morning.

Pool

Hot Tub

Clayton Plaza Hotel & Extended Stay

7750 Carondelet Avenue, St. Louis, MO

Free Cancellation

Reserve now, pay when you stay

$94 nightly

$110 total

Jul 20 - Jul 21

Total includes taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the sauna and free full breakfast each morning.

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

1088 South Highway Drive, Fenton, MO

Free Cancellation

Reserve now, pay when you stay

$94 nightly

$109 total

Aug 3 - Aug 4

Total includes taxes and fees

This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.

Don't see what you're looking for?

See all available properties in Chesterfield

View all properties

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.

Popular places to visit

Busch Stadium

4.5/5(1,469 reviews)

Busch Stadium is one of the more well-known attractions to visit during your trip to St. Louis. Experience the area's acclaimed art scene or attend a baseball game.

St. Louis Union Station

4/5(615 reviews)

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.

St. Louis Zoo

4.5/5(1,212 reviews)

In the middle of St. Louis, meet the exotic and endangered animals that live in meticulously recreated ecosystems from all over the world.

Frequently asked questions

How much are vacation packages to Chesterfield?

Travelocity has flight and hotel vacation packages from an incredible $400. With such great deals, you'll be exploring all of Chesterfield before you know it.

How long should my Chesterfield vacation be?

There are no rules when it comes to how long you should spend in Chesterfield, but most people opt to stay for around 2 nights. Got some flexibility with your departure date? Consider treating yourself to a couple of extra nights. That way, you'll have loads of time to check out the surrounding areas as well.

Where can I get the best vacation package deals for Chesterfield?

There's no need to look any further than Travelocity. With no less than 400 airlines and 1,000,000 properties around the world, it's a breeze to put together a Chesterfield package deal that suits your travel style.

Why should I book my Chesterfield vacation package with Travelocity?

You'll not only enjoy huge savings, but you'll also have access to our round-the-clock support, quality service and a Price Match Guarantee. Wander across the world, uncover hidden gems and make unforgettable memories --- we'll take care of the important details.

Will I save money on my Chesterfield car rental if I combine it with my hotel or flight?

Bundling your bookings into a Chesterfield vacation package will save you some serious money. Book a car and flight; a hotel, flight and car; or a hotel and car. There's no better way to explore the greater Chesterfield area than with your own rental car. You can also add experiences and tours to your Travelocity package.

Which airport is best for Chesterfield?

That would be Lambert-St. Louis Intl. Airport (STL), located 12 mi northeast of central Chesterfield.

What is there to do in Chesterfield?

While hopping off the tourist trail is no doubt rewarding, you shouldn't ignore the well-known sights that make a place famous. St. Louis Premium Outlets and Chesterfield Sports Fusion are just two of them in Chesterfield.

Where should I stay when visiting Chesterfield?

Many people spend their nights at the Drury Plaza Hotel St. Louis Chesterfield. It's sure to be a good base for your Chesterfield vacation.