Chesterfield Vacation Packages 2025/2026 from $484

Chesterfield flight + hotel vacation packages

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

The Wildwood Hotel

per person

Nov 5 - Nov 8

found 18 hours ago

Roundtrip flight included

Sacramento (SMF) 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 West End

Central West End

per person

Sep 27 - Oct 4

found 3 hours ago

Roundtrip non-stop flight included

Sacramento (SMF) 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.

Ameristar Casino Resort and Spa

per person

Nov 5 - Nov 8

found 18 hours ago

Roundtrip flight included

Sacramento (SMF) to St. Louis (STL)

This luxury hotel features a casino, a full-service spa, and 6 restaurants. Enjoy the 2 hot tubs and 24-hour gym, and unwind with a drink at the poolside bar.

The Knight Center at Washington University

per person

Nov 5 - Nov 8

found 18 hours ago

Roundtrip flight included

Sacramento (SMF) 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

per person

Nov 5 - Nov 8

found 18 hours ago

Roundtrip flight included

Sacramento (SMF) 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 24 - Aug 25

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

Hollywood Casino & Hotel St. Louis

777 Casino Center Drive, Maryland Heights, MO

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$143 total

Aug 18 - Aug 19

Total includes 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

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

$99 nightly

$115 total

Aug 17 - Aug 18

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

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 fascinating museums 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 $484. 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.