Book Hotels in Chesterfield, IL

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Top Chesterfield hotels

Victorian Carlinville home on Rt. 66

Victorian Carlinville home on Rt. 66

Carlinville IL
A gym is featured at this vacation home, along with a garden and laundry facilities. Families will appreciate the arcade/game room and barbecue grills.
The traffic and train noise was louder than I recalled from previous stays. On a positive note, the A/C worked well. The location is very convenient-walking distance to the square and several good restaurants.

Reviewed on Oct 6, 2025

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Opens in a new windowVictorian Carlinville home on Rt. 66
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

Jerseyville IL
$204 nightly
The price is $216 total per night from Dec 7 to Dec 8
$216 total
Dec 7 - Dec 8
Total with taxes and fees
This vacation home features a water park, laundry facilities, and barbecue grills.
Very clean, newly remodeled, very well stocked.

Reviewed on Oct 13, 2025

Opens in a new windowMcClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
Memorable Family experiences at The Castle of Palmyra.

Memorable Family experiences at The Castle of Palmyra.

Palmyra IL
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 ...
My family of 9 adults met at The Castle and found The Castle and the furnishings were very fun and eccentric. It is a great place for a large family to gather with plenty of room and things to do like fishing, trolling around the pond, outdoor fire pit, walking, cooking, playing games and being outdoors. ...

Reviewed on Sep 28, 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 IL
$162 nightly
The price is $172 total per night from Dec 7 to Dec 8
$172 total
Dec 7 - Dec 8
Total with taxes and fees
This vacation home includes a garden and barbecue grills.
In town for wedding. Great accommodation

Reviewed on Nov 2, 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
$99 nightly
The price is $109 total per night from Jan 4 to Jan 5
$109 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
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 ...
Room was nice hallways are really cold. Like you are outside cold. Rooms have a lot of outside noise. Staff is very helpful. Breakfast was good.

Reviewed on Nov 28, 2025

Opens in a new windowHampton Inn by Hilton Litchfield
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
$70 nightly
The price is $77 total per night from Jan 1 to Jan 2
$77 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
The room was fine. The service was great. I would stay there again. The breakfast options weren't very good so we ate somewhere else.

Reviewed on Nov 22, 2025

Opens in a new windowSuper 8 by Wyndham Staunton
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
$72 nightly
The price is $80 total per night from Dec 7 to Dec 8
$80 total
Dec 7 - Dec 8
Total with taxes and fees
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.
Very quiet place and spacious rooms. Friendly staff. Room was very clean though not modern.

Reviewed on Dec 1, 2025

Opens in a new windowCarlin Villa Motel
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
$83 nightly
The price is $92 total per night from Dec 14 to Dec 15
$92 total
Dec 14 - Dec 15
Total with taxes and fees
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 ...
The room was clean. The lady at the front desk allowed us to eat our lunch in the breakfast area before checking in that day. We were loading the contents of a storage unit across the street into a moving van and needed a place to eat some leftovers. She was so kind to let us eat in comfort. My elderly ...

Reviewed on Nov 14, 2025

Opens in a new windowSuper 8 by Wyndham Jerseyville
Light Filled Loft on Town Square

Light Filled Loft on Town Square

2 out of 5
Carlinville IL
$230 nightly
The price is $244 total per night from Dec 7 to Dec 8
$244 total
Dec 7 - Dec 8
Total with taxes and fees
This apartment features laundry facilities.
Opens in a new windowLight Filled Loft on Town Square
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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 $77. 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 26 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

Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield

5 out of 5
Posted 7 days ago
Travelocity Verified Review
"Room was nice hallways are really cold. Like you are outside cold. Rooms have a lot of outside noise. Staff is very helpful. Breakfast was good."
A verified traveler stayed at Hampton Inn by Hilton Litchfield
Hampton Inn by Hilton Litchfield

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