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 West End

The West End

2 out of 5
Central West End
Price was $312, price is now $246 per person
$246
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to St. Louis (STL)
A 24-hour gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A garden and express check-out are also provided.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $498, price is now $287 per person
$287
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
White House at Grand Central

White House at Grand Central

4 out of 5
Grand Center
Price was $392, price is now $295 per person
$295
per person
Mar 13 - Mar 16
found 3 hours ago
Roundtrip flight included
Tampa (TPA) to St. Louis (STL)
This apartment features a garden, express check-out, and laundry facilities. The front desk is staffed around-the-clock and barbecue grills are on offer.
The Cheshire

The Cheshire

4 out of 5
Price was $606, price is now $486 per person
$486
per person
Mar 4 - Mar 7
found 1 hour ago
Roundtrip non-stop flight included
Portland (PDX) 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.
Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

4 out of 5
Grand Center
Save 100% on your flight
Price was $502, price is now $403 per person
$403
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to St. Louis (STL)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 6 conference rooms, along with free WiFi in public areas. There's a rooftop terrace on site, and a 24-hour front desk and a snack bar/deli are also provided.

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 $79 total per night
$79 total
Jan 25 - Jan 26
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
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
$77 nightly
The price is $86 total per night
$86 total
Jan 25 - Jan 26
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
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
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 19 - Jan 20
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
Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment

Girard IL
$162 nightly
The price is $172 total per night
$172 total
Jan 19 - Jan 20
Total with taxes and fees
This vacation home includes a garden and barbecue grills.
Kitchen
Air conditioning
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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 $246. 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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