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Oct 5 - Oct 6
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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 two-story building with a green facade and a sign that reads "Carlin Villa Motel".

1. Carlin Villa Motel

Carlin Villa Motel
Carlinville
United States
Roger
CA $104
CA $115 total
includes taxes & fees
Oct 6 - Oct 7
Carlin Villa Motel
A hotel room with two beds, a desk, a TV, and a window.
A two-story hotel with a brick facade, large windows, and a covered entrance area.
A conference room with multiple tables, chairs, and water bottles.
Two white stacked washer and dryer units in a laundry room.

2. Super 8 by Wyndham Jerseyville

Super 8 by Wyndham Jerseyville
Jerseyville
United States
Dave
CA $151
CA $168 total
includes taxes & fees
Oct 25 - Oct 26
Super 8 by Wyndham Jerseyville
A Hampton Inn hotel with a flagpole, clear signage, and a well-maintained lawn.
A gym with a treadmill, elliptical, and weights. There is a wall with a hexagonal pattern and a shelf with towels.
A hotel room with a bed, a desk, a chair, a wardrobe, and two lamps.
A breakfast buffet with various food items and utensils.

3. Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield
Litchfield
United States
Aimee
CA $145
CA $159 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn by Hilton Litchfield
A modern living room with patterned carpet, two sofas, a coffee table, and a TV.
A hotel lobby with a reception desk, a chandelier, and a patterned carpet.
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.

4. Super 8 by Wyndham Staunton

Super 8 by Wyndham Staunton
Staunton
United States
Shelby
CA $105
CA $117 total
includes taxes & fees
Oct 12 - Oct 13
Super 8 by Wyndham Staunton
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Top Chesterfield Hotel Reviews

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 19 hours 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 5 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
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
"We typically stay in Litchfield hotels when visiting Carlinville for Blackburn College's homecoming, but wanted something closer. Having stayed in Vrbo properties on vacations, we looked for one in C-ville and were so happy we did!! The 3rd-floor, spacious loft above a storefront was exquisite! The owners have made the most of the historic arched windows that overlook the downtown square, wood floors and high ceilings, with both the furniture placement and lighting. The furniture and decor was beautiful and comfortable! The king-size bed was heaven to sleep on. Although we didn't need the kitchen for our one-night stay, it was well-stocked and accommodating and included a separate coffee bar! The large bathroom with a roomy walk-in shower and great shower head was perfect, and the chandelier - WOW! Nice touch!Communication with the host via e-mail or signs/info at the loft was excellent and appreciated. The entire place was spotless!The only drawback for some may be the staircase to the 3rd-floor with luggage, but we had no trouble (in our 60s), and there is lighting and railings.We would definitely stay again and highly recommend it for visits to Blackburn, Carlinville events, weddings, reunions, etc. Enjoy!Bonus for us - we picked out my engagement ring at the jewelry store that was formerly on the 1st floor about 43 years ago!"
Ann G. 1-night trip
Posted 8 days ago
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
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
CA $104
CA $115 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
CA $105
CA $117 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
CA $145
CA $159 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
CA $151
CA $168 total
Oct 25 - Oct 26
includes taxes & fees
8/10 Very good! (373 reviews)
Super 8 by Wyndham Jerseyville

Hotels in Chesterfield with star rating

Frequently asked questions

What is the best area to stay in Chesterfield?
The best area to stay in Chesterfield is generally around the Chesterfield Valley, particularly near Chesterfield Parkway and Boone's Crossing.This area is the main commercial hub of Chesterfield, offering a wide array of amenities. You'll find numerous shops, restaurants, and entertainment venues concentrated along Chesterfield Parkway, making it very convenient for visitors. The area is well-planned with modern infrastructure and good road access.Couples looking for a comfortable and convenient stay will appreciate this area. With a selection of upscale hotels, many offering amenities like indoor pools and high-end fitness equipment, it's easy to find accommodation that meets high standards. The proximity to various dining options, from casual eateries to more formal restaurants, means you won't have to venture far for a good meal.Families will also find the Chesterfield Valley a practical choice. There are plenty of family-friendly attractions nearby, such as parks and entertainment complexes.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chesterfield.
How much is the nightly rate at a Chesterfield hotel?
Prices for hotels in Chesterfield often vary, but you can find a great deal from CA $115 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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