Chesterfield Vacation Packages 2025/2026 from $388

Chesterfield flight + hotel vacation packages

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

Crowne Plaza St. Louis Airport by IHG

per person

Sep 23 - Sep 27

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to St. Louis (STL)

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

The Wildwood Hotel

Save 100% on your flight

per person

Sep 3 - Sep 7

found 22 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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.

Moonrise Hotel

Delmar Loop

Save 100% on your flight

per person

Sep 23 - Sep 27

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to St. Louis (STL)

The hotel's 24-hour gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy a meal from the a restaurant and perks like free self parking.

Ballpark Apartments by Barsala

Downtown St. Louis

Save 100% on your flight

per person

Oct 10 - Oct 16

found 1 day ago

Roundtrip flight included

New York (LGA) 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.

The Cheshire

Save 100% on your flight

per person

Sep 23 - Sep 27

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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

Hyatt Place St. Louis/Chesterfield

333 Chesterfield Center East, Chesterfield, MO

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$150 total

Jul 30 - Jul 31

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

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

$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

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 27 - Jul 28

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

The Arch Convention Hotel

811 N 9th Street, St. Louis, MO

Free Cancellation

$113 nightly

$132 total

Jul 23 - Jul 24

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

Clayton Plaza Hotel & Extended Stay

7750 Carondelet Avenue, St. Louis, MO

Free Cancellation

Reserve now, pay when you stay

$100 nightly

$116 total

Aug 3 - Aug 4

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

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)

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

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 acclaimed art scene or attend a baseball game.

Gateway Arch

4.5/5(2,511 reviews)

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 $388. 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.