Book Hotels in Chesterfield, IL

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Top Chesterfield hotels

Memorable Family experiences at The Castle of Palmyra.

Memorable Family experiences at The Castle of Palmyra.

Palmyra IL
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 ...
First of all, the property is lovely. Debbi is an amazing property manager and extremely helpful! The kitchen is outfitted with everything you could imagine you might need. Lots of places to gather and just be together.

Reviewed on Jan 6, 2026

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Opens in a new window Memorable Family experiences at The Castle of Palmyra.
Light Filled Loft on Town Square

Light Filled Loft on Town Square

2 out of 5
Carlinville IL
$275 nightly
The price is $291 total per night from Feb 18 to Feb 19
$291 total
Feb 18 - Feb 19
Total with taxes and fees
This apartment features laundry facilities.
The loft was very clean and so nicely decorated. We had a wonderful relaxing weekend and would definitely stay there again.

Reviewed on Jan 23, 2026

Opens in a new windowLight Filled Loft on Town Square
Luxurious Otter Pointe

Luxurious Otter Pointe

Girard IL
This cabin featured laundry facilities and barbecue grills.
Nice

Reviewed on Aug 20, 2025

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Opens in a new windowLuxurious Otter Pointe
Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment

Girard IL
$170 nightly
The price is $180 total per night from Feb 24 to Feb 25
$180 total
Feb 24 - Feb 25
Total with taxes and fees
This vacation home includes a garden and barbecue grills.
Very clean, host stayed in contact Really nice place just to get together and visit. The only thing beds were little to firm for our liking and the trains coming through at night!

Reviewed on Feb 15, 2026

Opens in a new windowHome is on the original 1926-1930 Route 66 alignment
The Farmhouse Loft "Greene County's Guesthouse"

The Farmhouse Loft "Greene County's Guesthouse"

Carrollton IL
$155 nightly
The price is $164 total per night from Feb 18 to Feb 19
$164 total
Feb 18 - Feb 19
Total with taxes and fees
A gym is featured at this apartment, along with laundry facilities.
Choose this place to stay so I could set up office while my kids spent time with their old nanny. Space worked perfectly for my needs although dust and dander were concerning. Host was extremely responsive, offered an early check in without requesting. The place was very spacious and charming for ...

Reviewed on Nov 5, 2025

Opens in a new windowThe Farmhouse Loft "Greene County's Guesthouse"
Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield

2.5 out of 5
11 Thunderbird Circle Litchfield IL
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $116 total per night from Mar 8 to Mar 9
$116 total
Mar 8 - Mar 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 ...
Check in staff so thoughtful and kind. Being renovated now and looks fresh and clean inside.

Reviewed on Feb 15, 2026

Opens in a new windowHampton Inn by Hilton Litchfield
Super 8 by Wyndham Staunton

Super 8 by Wyndham Staunton

2 out of 5
1527 Herman Rd Staunton IL
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $75 total per night from Feb 26 to Feb 27
$75 total
Feb 26 - Feb 27
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 ...
Check in staff was very friendly and helpful! The room was mich nicer and more spacious than the Super8 room we stayed in in Joliet the previous night.

Reviewed on Feb 16, 2026

Opens in a new windowSuper 8 by Wyndham Staunton
Carlin Villa Motel

Carlin Villa Motel

2.5 out of 5
18891 Rt 4 Old Rt 66 Carlinville IL
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $81 total per night from Feb 18 to Feb 19
$81 total
Feb 18 - Feb 19
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.
Only one bad instead two. Rough room. Fridge didn’t work.

Reviewed on Jan 20, 2026

Opens in a new windowCarlin Villa Motel
Super 8 by Wyndham Jerseyville

Super 8 by Wyndham Jerseyville

2 out of 5
1303 State Highway 109 Jerseyville IL
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Mar 1 to Mar 2
$90 total
Mar 1 - Mar 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 ...
Yes

Reviewed on Feb 11, 2026

Opens in a new windowSuper 8 by Wyndham Jerseyville
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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

What are the top kid-friendly hotels in Chesterfield?
Take some of the stress out of traveling with youngsters by choosing a family-friendly Chesterfield hotel. From useful amenities to innovative services, these properties feature perks that'll make your visit go off without a hitch: Put your bags down at Mid-century Farmhouse- 35 acres- clean & quiet. It comes with a king bed, extra bedding and a talent for making families feel at home. The Shed House- Country Home-Beautiful Sunset View is another great choice. After an exciting day of exploring Chesterfield, return to your comfy room and amenities like a king bed and extra bedding.
Where can I find cheap hotels in Chesterfield?
At Travelocity you'll find really nice hotels in Chesterfield at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chesterfield rather than in Chesterfield. We may find you even better rates, too.
How do I find the best Chesterfield hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Chesterfield then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Chesterfield?
The cheapest hotel in Chesterfield is $75. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Chesterfield?
There are 25 hotels in Chesterfield on Travelocity.
What are the best hotels in Chesterfield?
Chesterfield has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chesterfield for you!
When is the best time to visit Chesterfield?
If you want the joy of a fun-filled trip in peak season, visit Chesterfield during June, September and October. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Chesterfield?
Based on historic data is usually the cheapest month to visit Chesterfield. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Chesterfield?
There are multiple hotels in Chesterfield that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chesterfield. We have plenty of kid-friendly hotels in Chesterfield to choose from on Travelocity!
Why book a hotel in Chesterfield through Travelocity?
Because we have the top hotels in Chesterfield! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Chesterfield on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Chesterfield hotel reviews by fellow wanderers

Super 8 by Wyndham Staunton

Super 8 by Wyndham Staunton

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Employee's friendly, Room had a slight odor, could have been from somebody who smoked outside , but had stayed in the room. We asked for air freshener, at first was they said nobody smoked in room , and they would have notice when room was clean. Neither of us smoke so was really noticeable to us. Employee brought us air freshener . made a big difference. . Bed was very comfortable. We would stay there again."
A verified traveler stayed at Super 8 by Wyndham Staunton
Super 8 by Wyndham Staunton

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