Chesterfield Vacation Packages 2025/2026 from $334

Chesterfield flight + hotel vacation packages

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

Hilton Garden Inn Chesterfield

Save 100% on your flight

$334

per person

Oct 9 - Oct 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.

The Wildwood Hotel

$474

per person

Oct 23 - Oct 26

found 20 hours 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.

The Principal Hotel

Save 100% on your flight

$339

per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip flight included

Dallas (DFW) to St. Louis (STL)

A restaurant and a gym are featured at this hotel. Free self parking, a coffee shop, and dry cleaning are also offered.

The West End

Central West End

Save 100% on your flight

$380

per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip flight included

Dallas (DFW) to St. Louis (STL)

A 24-hour gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Express check-out is also provided.

Hilton St. Louis Airport

Woodson Terrace

Save 100% on your flight

$404

per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip flight included

Dallas (DFW) to St. Louis (STL)

This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the express check-in, express check-out, and free airport shuttle. A free area shuttle is offered as well.

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 27 - Aug 28

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 Place St. Louis/Chesterfield

333 Chesterfield Center East, Chesterfield, MO

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$138 total

Sep 7 - Sep 8

Total includes 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.

Pool

Breakfast included

Hyatt Regency St. Louis at The Arch

315 Chestnut St, St. Louis, MO

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$140 total

Aug 22 - Aug 23

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

Renaissance St. Louis Airport Hotel

9801 Natural Bridge Road, St. Louis, MO

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$138 total

Aug 30 - Aug 31

Total includes 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.

Pool

Free airport shuttle

Drury Plaza Hotel St. Louis at the Arch

2 South 4th Street, St. Louis, MO

Free Cancellation

Reserve now, pay when you stay

$136 nightly

$159 total

Sep 2 - Sep 3

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

$109 nightly

$127 total

Aug 31 - Sep 1

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.

Pool

Breakfast included

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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 great live music 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 fascinating museums 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 $334. 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.