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Oct 5 - Oct 6
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Oct 6 - Oct 7
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Oct 9 - Oct 11
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Oct 16 - Oct 18

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Our top choices for Chesterfield hotels

A narrow hallway with patterned wallpaper, a red object on the floor, and a door at the end.
A cozy room with a brick fireplace, wooden ceiling beams, a television, and a dining area with chairs and a table.
A room with a desk, a lamp, a telephone, and a window with curtains.
A reception desk with a potted plant, a framed picture, and shelves with various bottles.

1. Carlin Villa Motel

Carlin Villa Motel
Carlinville
United States
Roger
￥11,523
￥12,789 total
includes taxes & fees
Oct 7 - Oct 8
Carlin Villa Motel
A Hampton Inn hotel with a flagpole, clear signage, and a well-maintained lawn.
A conference room with a wooden table, six chairs, a potted plant, and framed artwork on the walls.
A breakfast buffet with various food items and utensils.
A hotel room with a bed, a desk, a chair, a wardrobe, and two lamps.

2. Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield
Litchfield
United States
Aimee
￥16,637
￥18,298 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn by Hilton Litchfield
A hotel room with two beds, a desk, a TV, and a window.
A conference room with multiple tables, chairs, and water bottles.
Two white stacked washer and dryer units in a laundry room.
A two-story hotel with a brick facade, large windows, and a covered entrance area.

3. Super 8 by Wyndham Jerseyville

Super 8 by Wyndham Jerseyville
Jerseyville
United States
Dave
￥16,772
￥18,613 total
includes taxes & fees
Oct 25 - Oct 26
Super 8 by Wyndham Jerseyville
A modern living room with patterned carpet, two sofas, a coffee table, and a TV.
A living room with two floral-patterned sofas, a small white armchair, a red armchair, a green armchair, and a glass coffee table with a floral centerpiece.
A modern kitchen with white cabinets, a black countertop, and a dining area with a table and chairs.
A hotel room with two beds, a cityscape mural, a lamp, and a patterned bedspread.

4. Super 8 by Wyndham Staunton

Super 8 by Wyndham Staunton
Staunton
United States
Shelby
￥11,649
￥12,928 total
includes taxes & fees
Oct 12 - Oct 13
Super 8 by Wyndham Staunton
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Top Chesterfield Hotel Reviews

Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

10/10 Excellent
"The place was immaculate. Beautifully refinished loft. Jennifer was also very accommodating and responsive with our check in process,getting us to an event on time!"
Eric L. 1-night trip
Posted 4 hours ago
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield

10/10 Excellent
"Jennifer at check in was great. She totally explained everything. Breakfast was amazing. Bed was so comfortable I want one at home."
Charla 1-night trip
Posted 1 day ago
Hampton Inn by Hilton Litchfield
Super 8 by Wyndham Jerseyville

Super 8 by Wyndham Jerseyville

10/10 Excellent
"Clean room and property. Helpful staff."
Sandra 2-night trip
Posted 4 days ago
Super 8 by Wyndham Jerseyville
The Carlinville Cottage

The Carlinville Cottage

10/10 Excellent
"It was clean beautiful and updated It had everything you need in case you forgot something."
Kandice B. 2-night trip
Posted 4 days ago
The Carlinville Cottage
Carlin Villa Motel

Carlin Villa Motel

8/10 Good
"Clean room. Coffee and a roll for breakfast Nice Route 66 motel"
Tom 1-night trip
Posted 6 days ago
Carlin Villa Motel
Super 8 by Wyndham Staunton

Super 8 by Wyndham Staunton

8/10 Good
"It was a good location and served our needs for a night"
Shelby 1-night trip
Posted 7 days ago
Super 8 by Wyndham Staunton
Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment

10/10 Excellent
"Very nice"
Katherine B. 1-night trip
Posted 7 days ago
Home is on the original 1926-1930 Route 66 alignment
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

10/10 Excellent
"Beautiful home, everything you need to feel at home. Communication was easy with quick responses! Highly recommend!"
Beth A. 7-night trip
Posted 8 days ago
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
Luxurious Otter Pointe

Luxurious Otter Pointe

10/10 Excellent
"Great place for large group gatherings, games for young adults and kids, and well stocked kitchen for cooking. Enough beds for many families with children and space so the kids can run. Very peaceful and quiet."
Marlene H. 3-night trip
Posted 2 weeks ago
Luxurious Otter Pointe

More cheap stays in Chesterfield

Carlin Villa Motel

Carlin Villa Motel

18891 Rt 4 Old Rt 66 Carlinville IL
￥11,523
￥12,789 total
Oct 7 - Oct 8
includes taxes & fees
8.4/10 Very Good! (255 reviews)
Carlin Villa Motel
Super 8 by Wyndham Staunton

Super 8 by Wyndham Staunton

1527 Herman Rd Staunton IL
￥11,649
￥12,928 total
Oct 12 - Oct 13
includes taxes & fees
8.6/10 Excellent! (819 reviews)
Super 8 by Wyndham Staunton
Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield

11 Thunderbird Circle Litchfield IL
￥16,637
￥18,298 total
Oct 25 - Oct 26
includes taxes & fees
9/10 Wonderful! (695 reviews)
Hampton Inn by Hilton Litchfield
Super 8 by Wyndham Jerseyville

Super 8 by Wyndham Jerseyville

1303 State Highway 109 Jerseyville IL
￥16,772
￥18,613 total
Oct 25 - Oct 26
includes taxes & fees
8/10 Very Good! (373 reviews)
Super 8 by Wyndham Jerseyville

Frequently asked questions

What's the best place to stay in Chesterfield?
Located 21.3 mi (34.3 km) from the heart of Chesterfield, Hampton Inn by Hilton Litchfield is a top choice for your stay based on our traveler data. Other good options for your visit to the area are Super 8 by Wyndham Staunton and Carlin Villa Motel. See all available top hotels, or vacation rentals in Chesterfield.
What are some of the best vacation rentals that Chesterfield has to offer?
Cozy little house in town with country view on backdeck.: This vacation home rental near Chesterfield offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of books. 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 28 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 Carlinville Public Square, American Legion Fairgrounds, and Cheney Mansion. You'll also find Beaver Dam State Park and Westlake Golf Course 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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