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 ...
"The castle was perfect! My son was getting married and the groomsmen and their ladies all spent the weekend there. The bridal party took their wedding photos there. Amazing place! Very fun! Property is lovely!"

Reviewed on Jun 15, 2026

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Opens in a new window Memorable Family experiences at The Castle of Palmyra.
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

Jerseyville IL
$205 nightly
The price is $217 total per night from Jul 19 to Jul 20
$217 total
Jul 19 - Jul 20
Total with taxes and fees
This vacation home featured laundry facilities and barbecue grills.
"This was a great property in which to stay at. First, the hosts were phenomenal and if we were going to arrive after dark, they were going to leave the light on for us. There are no negatives about this property. Location excellent within distance to St Louis and Chain of Rocks bridge. It was so ..."

Reviewed on Jun 19, 2026

Opens in a new windowMcClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
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
Light Filled Loft on Town Square

Light Filled Loft on Town Square

Carlinville IL
$315 nightly
The price is $334 total per night from Jul 26 to Jul 27
$334 total
Jul 26 - Jul 27
Total with taxes and fees
This apartment features laundry facilities.
"Oh my word this place is incredible. Bed was comfortable great location and the original aspects of the old building brought up to date with modern convenience. I think Jennifer and I will be getting more acquainted because I have a hard time finding a decent place to stay when I come to my hometown ..."

Reviewed on Jun 16, 2026

Opens in a new windowLight Filled Loft on Town Square
Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment

Girard IL
$172 nightly
The price is $182 total per night from Jul 20 to Jul 21
$182 total
Jul 20 - Jul 21
Total with taxes and fees
This vacation home includes a garden and barbecue grills.
"The house it self was great! Great location, clean with decent size rooms. But the beds were too soft and didn’t provide neck or back support. And the bathroom in the closet isn’t very functional. Everyone in our family is tall and there was no leg room. The hosts were great with communication and ..."

Reviewed on May 31, 2026

Opens in a new windowHome is on the original 1926-1930 Route 66 alignment
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
$99 nightly
The price is $109 total per night from Aug 2 to Aug 3
$109 total
Aug 2 - Aug 3
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 ...
"Easy check in, good breakfast, and clean room."

Reviewed on Jul 9, 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
$81 nightly
The price is $90 total per night from Jul 19 to Jul 20
$90 total
Jul 19 - Jul 20
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 ...
"Analog TV. No body wash in the dispenser. Bedding was incomplete. But it was a convenient stop on our route."

Reviewed on Jul 13, 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 Jul 15 to Jul 16
$81 total
Jul 15 - Jul 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.
"Yes"

Reviewed on Jul 5, 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
$84 nightly
The price is $93 total per night from Aug 2 to Aug 3
$93 total
Aug 2 - Aug 3
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 ...
"Value hotel that is old and dated!"

Reviewed on Jul 12, 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 $81. 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 28 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

Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield

5 out of 5
Posted 5 days ago
Travelocity Verified Review
"Easy check in, good breakfast, and clean room."
A verified traveler stayed at Hampton Inn by Hilton Litchfield
Hampton Inn by Hilton Litchfield

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