Find hotels in Chesterfield, IL from ¥12,371

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Our top choices for Chesterfield hotels

Super 8 by Wyndham Staunton

Super 8 by Wyndham Staunton
2.0 star property
Staunton
8.6 out of 10, Excellent, (765)
Experience tranquility at this Staunton hotel where guests praise the peaceful atmosphere and helpful staff. Just a short drive from The Winery at Shale Lake and offering complimentary parking, breakfast, and WiFi for a comfortable, value-packed stay.

"Both great"
United States
Pam
The price is ¥11,147
¥12,371 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Super 8 by Wyndham Staunton

Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield
2.5 star property
Litchfield
9.0 out of 10, Wonderful, (626)
Unwind in this welcoming Litchfield hotel featuring an indoor pool and relaxing hot tub. Start your day with free breakfast before exploring nearby Route 66 Welcome Center. Enjoy convenient amenities including fitness center, free WiFi and parking with attentive staff to assist you.

"Was a nice place to stay for a weekend get a way"
United States
Katrina
The price is ¥15,874
¥17,459 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Hampton Inn by Hilton Litchfield

Carlin Villa Motel

Carlin Villa Motel
2.5 star property
Carlinville
8.4 out of 10, Very Good, (219)
Conveniently situated near a train station, this motel offers daily housekeeping services and complimentary amenities. Just a short drive from Carlinville Public Square and the local station, guests consistently praise the accommodating staff.

"Great stay. Great for the buck."
United States
Siera
The price is ¥11,397
¥12,649 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Carlin Villa Motel

Super 8 by Wyndham Jerseyville

Super 8 by Wyndham Jerseyville
2.0 star property
Jerseyville
8.0 out of 10, Very Good, (332)
Convenient lodging near Jerseyville Historic District with complimentary Wi-Fi and on-the-go breakfast served daily. Free self-parking makes exploring Jersey County Historical Society and local attractions simple and stress-free.

"Staff was very friendly and room was clean. "
United States
Jeff
The price is ¥12,739
¥14,138 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Super 8 by Wyndham Jerseyville
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.
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Top Chesterfield Hotel Reviews

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Frequently asked questions

What's the best place to stay in Chesterfield?
Located 22.9 mi (36.9 km) from the heart of Chesterfield, Super 8 by Wyndham Staunton is a top choice for your stay based on our traveler data. Other good options for your visit to the area are Memorable Family experiences at The Castle of Palmyra. and Hampton Inn by Hilton Litchfield. See all available top hotels, or vacation rentals in Chesterfield.
What are some of the best vacation rentals that Chesterfield has to offer?
Home is on the original 1926-1930 Route 66 alignment: This vacation home rental near Chesterfield is located next to a golf course and has a patio, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. See all vacation rentals in Chesterfield.
If I need to cancel my hotel reservation in Chesterfield, will I receive a refund?
Yes! You'll find that most hotel room reservations are refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.
Where can I learn more about changing or cancelling my trip to Chesterfield?
To find more details about updating your trip to Chesterfield or cancelling it, head over to our customer service page.
How is it to stay in Chesterfield?
Travelers to Chesterfield will find plenty to explore and enjoy. There are 27 hotels and other accommodations in the surrounding area. Find out more about Chesterfield.
What should I see while I'm in Chesterfield?
Places to visit in the wider area include Beaver Dam State Park, Carlinville Public Square, and Cheney Mansion. You'll also find Piney Creek Ravine - State Natural Area and Jersey County Historical Society in the area. Check out what more to see and do in Expedia's Chesterfield guide.
What's the weather like in Chesterfield?
The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Chesterfield is 49 inches.

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