Deals on vacations and trips to Chesterfield

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Chesterfield flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel St. Louis - Chesterfield

DoubleTree by Hilton Hotel St. Louis - Chesterfield

4 out of 5
Price was $838, price is now $674 per person
$674
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to St. Louis (STL)
7 indoor tennis courts, an indoor pool, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,139, price is now $720 per person
$720
per person
Jul 1 - Jul 5
found 20 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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.
St. Louis Union Station Hotel, Curio Collection by Hilton

St. Louis Union Station Hotel, Curio Collection by Hilton

4 out of 5
Downtown West
Save 100% on your flight
Price was $2,445, price is now $1,966 per person
$1,966
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to St. Louis (STL)
This luxury hotel's 7 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. Enjoy the seasonal outdoor pool and perks like free WiFi. Valet parking, a business center, and a coffee shop are also offered.
The Westin St. Louis

The Westin St. Louis

4.5 out of 5
Downtown St. Louis
Price was $1,200, price is now $972 per person
$972
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to St. Louis (STL)
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. Self parking, express check-out, and a computer station are also offered.
The Royal Sonesta Chase Park Plaza St. Louis

The Royal Sonesta Chase Park Plaza St. Louis

4.5 out of 5
Central West End
Price was $1,330, price is now $1,090 per person
$1,090
per person
Jul 22 - Jul 28
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to St. Louis (STL)
This luxury hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the seasonal outdoor pool, poolside bar, and concierge services.

Top Chesterfield hotels deals

Drury Plaza Hotel St. Louis Chesterfield

Drury Plaza Hotel St. Louis Chesterfield

3 out of 5
355 Chesterfield Ctr Chesterfield MO
Free Cancellation
Reserve now, pay when you stay
$124 nightly
The price is $144 total per night
$144 total
May 25 - May 26
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
Sonesta ES Suites St. Louis - Chesterfield

Sonesta ES Suites St. Louis - Chesterfield

3 out of 5
15431 Conway Rd Chesterfield MO
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $117 total per night
$117 total
May 25 - May 26
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
Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch

4 out of 5
315 Chestnut St St. Louis MO
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $149 total per night
$149 total
May 25 - May 26
Total with 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

Hollywood Casino & Hotel St. Louis

3.5 out of 5
777 Casino Center Drive Maryland Heights MO
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $136 total per night
$136 total
Jun 1 - Jun 2
Total with taxes and fees
A casino, 7 restaurants, and a 24-hour gym are all featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, express check-out, and free airport shuttle. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.
Free airport shuttle
Parking included
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

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

3 out of 5
1088 South Highway Drive Fenton MO
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $103 total per night
$103 total
May 24 - May 25
Total with 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.
Pool
Hot Tub
Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay

3.5 out of 5
7750 Carondelet Avenue St. Louis MO
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $114 total per night
$114 total
Jun 7 - Jun 8
Total with 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

Busch Stadium

4.5/5(1,487 reviews)

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

Busch Stadium
Union Station, St. Louis, MO

St. Louis Union Station

4/5(625 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 Union Station
Gateway Arch

Gateway Arch

4.5/5(2,542 reviews)

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

Gateway Arch

Frequently asked questions

How much are vacation packages to Chesterfield?
Travelocity has flight and hotel vacation packages from an incredible $674. 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.

Photos of local treasures

Browse Chesterfield vacation photos for more inspiration

Panorama of Chesterfield, Derbyshire: skyline is dominated by the crooked spire of the church of St Mary and All Saints.
Sunset on the Missouri River
Linacre reservoir landscape in Chesterfield on a sunny day with blue sky and clouds.
Sunset on the Missouri River
autumn landscape with lake Chesterfield Missouri

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