Chesterfield Hotels

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

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)
"Great place"
United States
Mark
The price is P4,195
P4,655 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)
"Was a nice place to stay for a weekend get a way"
United States
Katrina
The price is P5,973
P6,570 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)
"Great stay. Great for the buck."
United States
Siera
The price is P4,289
P4,760 total
includes taxes & fees
Dec 29 - Dec 30
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, (333)
"Staff was very friendly and room was clean. "
United States
Jeff
The price is P4,794
P5,320 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chesterfield Hotel Reviews

More cheap stays in Chesterfield

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 Hampton Inn by Hilton Litchfield and Super 8 by Wyndham Jerseyville. See all available top hotels, or 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.
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 Jerseyville Historic District 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.

Explore a world of travel with Expedia