Chesterfield Vacation Packages 2025/2026 from $366

Chesterfield flight + hotel vacation packages

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

The Wildwood Hotel

Save 100% on your flight

$366

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Hilton Garden Inn Chesterfield

$389

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip flight included

Dallas (DFW) to St. Louis (STL)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

Grand Center

$410

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip flight included

Dallas (DFW) to St. Louis (STL)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 6 conference rooms, along with free WiFi in public areas. There's a rooftop terrace on site, and a 24-hour front desk and a snack bar/deli are also provided.

The Knight Center at Washington University

$475

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip flight included

Dallas (DFW) to St. Louis (STL)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Self parking and a coffee shop are also offered on site.

The Cheshire

$470

per person

Nov 7 - Nov 10

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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

Drury Plaza Hotel St. Louis Chesterfield

355 Chesterfield Ctr, Chesterfield, MO

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$151 total

Sep 21 - Sep 22

Total with taxes and fees

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

Pool

Hot Tub

Hyatt Place St. Louis/Chesterfield

333 Chesterfield Center East, Chesterfield, MO

Free Cancellation

Reserve now, pay when you stay

$120 nightly

$139 total

Sep 28 - Sep 29

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.

Sonesta ES Suites St. Louis - Chesterfield

15431 Conway Rd, Chesterfield, MO

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$101 total

Sep 30 - Oct 1

Total with 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

Drury Plaza Hotel St. Louis at the Arch

2 South 4th Street, St. Louis, MO

Free Cancellation

Reserve now, pay when you stay

$120 nightly

$140 total

Sep 23 - Sep 24

Total with 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.

Hollywood Casino & Hotel St. Louis

777 Casino Center Drive, Maryland Heights, MO

$123 nightly

$143 total

Sep 17 - Sep 18

Total with taxes and fees

A casino, 7 restaurants, and a 24-hour gym are all featured at this hotel. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.

Parking included

Restaurant

Renaissance St. Louis Airport Hotel

9801 Natural Bridge Road, St. Louis, MO

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$144 total

Oct 3 - Oct 4

Total with taxes and fees

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, laundry service, and free airport shuttle. You'll appreciate the seasonal outdoor pool, bar/lounge, and laundry facilities.

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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

Catch an event at Busch Stadium during your trip to St. Louis. Experience the area's acclaimed art scene or attend a baseball game.

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 acclaimed theater scene or attend a baseball game.

Gateway Arch

Enjoy 360-degree views and learn about the history of St. Louis at this world-famous landmark.

Frequently asked questions

How much are vacation packages to Chesterfield?

Travelocity has flight and hotel vacation packages from an incredible $366. 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.