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.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $690, price is now $435 per person
$435
per person
Mar 8 - Mar 12
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.
Hermann Grain Bins BNB

Hermann Grain Bins BNB

2 out of 5
Save 100% on your flight
Price was $1,206, price is now $869 per person
$869
per person
Mar 30 - Apr 3
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free full breakfast each morning. A garden and a picnic area are also provided.
Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $572, price is now $441 per person
$441
per person
Mar 8 - Mar 12
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.
DoubleTree by Hilton Hotel St. Louis - Chesterfield

DoubleTree by Hilton Hotel St. Louis - Chesterfield

4 out of 5
Price was $656, price is now $507 per person
$507
per person
Mar 8 - Mar 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Crowne Plaza St. Louis Airport by IHG

Crowne Plaza St. Louis Airport by IHG

3.5 out of 5
Price was $626, price is now $498 per person
$498
per person
Mar 8 - Mar 12
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 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and perks like a free area shuttle.

Top Chesterfield hotels deals

Super 8 by Wyndham Staunton

Super 8 by Wyndham Staunton

2 out of 5
1527 Herman Rd Staunton IL
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $78 total per night
$78 total
Jan 20 - Jan 21
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. A fireplace in the lobby and laundry facilities are also provided.
Breakfast included
Pet friendly
Memorable Family experiences at The Castle of Palmyra.

Memorable Family experiences at The Castle of Palmyra.

Palmyra IL
Get rates
This castle features a hot tub and a sauna. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. A garden and laundry facilities are also provided.
Hot Tub
Free WiFi
Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield

2.5 out of 5
11 Thunderbird Circle Litchfield IL
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $112 total per night
$112 total
Feb 8 - Feb 9
Total with taxes and fees
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 buffet breakfast and free self parking.
Pool
Hot Tub
Super 8 by Wyndham Jerseyville

Super 8 by Wyndham Jerseyville

2 out of 5
1303 State Highway 109 Jerseyville IL
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $89 total per night
$89 total
Feb 1 - Feb 2
Total with taxes and fees
This motel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. A fireplace in the lobby is provided and the front desk is staffed around-the-clock.
Breakfast included
Pet friendly
Carlin Villa Motel

Carlin Villa Motel

2.5 out of 5
18891 Rt 4 Old Rt 66 Carlinville IL
Free Cancellation
Reserve now, pay when you stay
$73 nightly
The price is $81 total per night
$81 total
Jan 15 - Jan 16
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a lobby fireplace, and luggage storage are also on offer.
Parking included
Free WiFi
Light Filled Loft on Town Square

Light Filled Loft on Town Square

2 out of 5
Carlinville IL
$231 nightly
The price is $245 total per night
$245 total
Jan 15 - Jan 16
Total with taxes and fees
This apartment features laundry facilities.
Kitchen
Washer
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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.

Frequently asked questions

How much are vacation packages to Chesterfield?
Travelocity offers flight and hotel packages starting from just $435. With these kinds of savings, you'll be exploring all of Chesterfield before long.
Where can I get the best vacation package deals for Chesterfield?
No matter how you travel, Travelocity can help you find an unbeatable Chesterfield package deal. All you need to do is pick and choose between our 400 air carriers and 1,000,000 properties across the globe.
Why should I book my Chesterfield vacation package with Travelocity?
We've got experiences to suit every kind of globetrotter, excellent service and 24/7 customer support. To top that off, we'll match any lower price you're able to find with our Price Match Guarantee.
Will I save money on my Chesterfield car rental if I bundle it with hotels and flights?
Combining your flight, hotel and car into a Chesterfield vacation package is a great way to score better prices. Plus, having your own car rental gives you the freedom to make your way to all those big-name sights you're eager to check out. Situated 45 mi from Chesterfield, Busch Stadium is one place that should have a place on your itinerary. Top up the tank and make a day trip of it.
Which airport is best for Chesterfield?
Lambert-St. Louis Intl. Airport (STL), 40 mi southwest of the city center, is where many travelers begin their adventures in Chesterfield. But Abraham Lincoln Capital Airport (SPI) (45 mi away from central Chesterfield) could be more convenient for you.
Where should I stay when visiting Chesterfield?
If you're searching for a place to base yourself, check out the Mid-century Farmhouse- 35 acres- clean & quiet. It's the top choice for many travelers.

Photos of local treasures

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