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 ...
"Great time had by all. Excellent location for large gruoups"

Reviewed on May 26, 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
$204 nightly
The price is $216 total per night from Jun 8 to Jun 9
$216 total
Jun 8 - Jun 9
Total with taxes and fees
This vacation home featured laundry facilities and barbecue grills.
"This place suited us so well. They had everything needed for our stay. The inside is all very new or in new condition. The house is very clean. They respond in timely manner to messages sent or questions you may have. They are very accomidating for sure. We all slept really well every night. The ..."

Reviewed on May 27, 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
$314 nightly
The price is $333 total per night from May 31 to Jun 1
$333 total
May 31 - Jun 1
Total with taxes and fees
This apartment features laundry facilities.
"Wonderful location on the town square. beautiful space and a responsive host. Definitely recommend!"

Reviewed on May 16, 2026

Opens in a new windowLight Filled Loft on Town Square
Lake House off Route 66

Lake House off Route 66

Mount Olive IL
This cabin features a garden, laundry facilities, and barbecue grills.
"Don't sleep on this one, this place is gorgeous! We stayed Mon though Thurs and it was absolutely excellent. This place feels like 'home'. The property and cottage are very well kept, and the lake horse shoes around the 2acre property- giving the sense of privacy and panoramic views from every angle! ..."

Reviewed on May 16, 2026

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Opens in a new windowLake House off Route 66
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
$95 nightly
The price is $105 total per night from Jun 28 to Jun 29
$105 total
Jun 28 - Jun 29
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 ...
"We had an excellent day while we were in town. Easy access to local restaurants and close to the freeway. Good selection for breakfast. We could see that they were in the process of updating, which is always nice to see. Staff was very friendly and helpful. Would stay here again."

Reviewed on May 18, 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
$86 nightly
The price is $95 total per night from May 31 to Jun 1
$95 total
May 31 - Jun 1
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 ...
"Breakfast was terrible! Long Hair on sheets and between pillows. Urine on floor by toilet."

Reviewed on May 21, 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 May 29 to May 30
$81 total
May 29 - May 30
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 May 27, 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
$85 nightly
The price is $94 total per night from Jun 14 to Jun 15
$94 total
Jun 14 - Jun 15
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 ...
"E.joyed all thr staff. Lovely rooms and overall facility. When a.place is sold oit almost every night you know it is good. Great breakfast and soft blankets."

Reviewed on May 22, 2026

Opens in a new windowSuper 8 by Wyndham Jerseyville
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See all available properties in Chesterfield
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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

Carlin Villa Motel

Carlin Villa Motel

5 out of 5
Posted 23 hours ago
Travelocity Verified Review
"Yes"
A verified traveler stayed at Carlin Villa Motel
Carlin Villa Motel

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