Book Hotels in Chesterfield, IL

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Top Chesterfield hotels

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

Jerseyville
The price is $213 total per night from Oct 5 to Oct 6
$213 total
per night
Oct 5 - Oct 6
This vacation home features a water park, laundry facilities, and barbecue grills.
"The house was veey easy to get to. In is in a very quiet little neighborhood. It had ample parking right out front. Onside the house was very clean, all of the furnishings were very nice and looked to be pretty new. It wasnt far from Alton Grafton Godfrey or Jerseyville. Highly recommended this property ..."

Reviewed on Sep 14, 2025

Opens in a new windowMcClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
Plainview Vineyard Retreat by StayLage

Plainview Vineyard Retreat by StayLage

2 out of 5
Shipman
The price is $433 total per night from Oct 5 to Oct 6
$433 total
per night
Oct 5 - Oct 6
This vacation home features laundry facilities.
Quiet place in the country
"Quiet place to relax after a long day. Clean and will rent again if given the choice."

Reviewed on Jul 1, 2025

Opens in a new windowPlainview Vineyard Retreat by StayLage
Cozy studio located in small town America, Bunker Hill, IL.

Cozy studio located in small town America, Bunker Hill, IL.

Bunker Hill
The price is $124 total per night from Oct 3 to Oct 4
$124 total
per night
Oct 3 - Oct 4
A garden is available at this apartment.
"Very comfortable, cozy, and quaint decor. Lovely gardens. Made to feel welcome by host."

Reviewed on Sep 22, 2025

Opens in a new windowCozy studio located in small town America, Bunker Hill, IL.
Memorable Family experiences at The Castle of Palmyra.

Memorable Family experiences at The Castle of Palmyra.

Palmyra
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 ...
"It was an awesome trip! Everything was perfect"

Reviewed on Aug 13, 2025

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Opens in a new window Memorable Family experiences at The Castle of Palmyra.
Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment

Girard
The price is $172 total per night from Oct 3 to Oct 4
$172 total
per night
Oct 3 - Oct 4
This vacation home includes a garden and barbecue grills.
"The house is amazing. Very comfortable and cozy. The host's are very nice people, and very attentive. Would recommend to anyone."

Reviewed on Jul 31, 2025

Opens in a new windowHome is on the original 1926-1930 Route 66 alignment
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
The price is $128 total per night from Nov 2 to Nov 3
$128 total
per night
Nov 2 - Nov 3
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 ...
"The only negative was the bathroom. Need to clean the caulk around the tub, as it seemed mold was growing."

Reviewed on Sep 15, 2025

Opens in a new windowHampton Inn by Hilton Litchfield
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
The price is $81 total per night from Oct 7 to Oct 8
$81 total
per night
Oct 7 - Oct 8
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.
"Great stay. Great for the buck."

Reviewed on Sep 22, 2025

Opens in a new windowCarlin Villa Motel
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
The price is $82 total per night from Nov 2 to Nov 3
$82 total
per night
Nov 2 - Nov 3
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
"A"

Reviewed on Sep 28, 2025

Opens in a new windowSuper 8 by Wyndham Staunton
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
The price is $84 total per night from Oct 31 to Nov 1
$84 total
per night
Oct 31 - Nov 1
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 ...
"Older property that obvious effort being made to keep it as good as can be!"

Reviewed on Aug 19, 2025

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 23 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

Cozy studio located in small town America, Bunker Hill, IL.

Cozy studio located in small town America, Bunker Hill, IL.

5 out of 5
Posted 9 days ago
Travelocity Verified Review
"Very comfortable, cozy, and quaint decor. Lovely gardens. Made to feel welcome by host."
A verified traveler stayed at Cozy studio located in small town America, Bunker Hill, IL.
Cozy studio located in small town America, Bunker Hill, IL.

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