Book Hotels in Chesterfield, IL
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Top Chesterfield hotels

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
Jerseyville
$218 nightly
The price is $231 total per night from Dec 3 to Dec 4
$231 total
Dec 3 - Dec 4
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

Plainview Vineyard Retreat by StayLage
Shipman
$407 nightly
The price is $433 total per night from Nov 19 to Nov 20
$433 total
Nov 19 - Nov 20
Total with taxes and fees
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

Victorian Carlinville home on Rt. 66
Carlinville
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

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

Home is on the original 1926-1930 Route 66 alignment
Girard IL
$163 nightly
The price is $173 total per night from Nov 19 to Nov 20
$173 total
Nov 19 - Nov 20
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

Hampton Inn by Hilton Litchfield
11 Thunderbird Circle, Litchfield, IL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $118 total per night from Dec 1 to Dec 2
$118 total
Dec 1 - Dec 2
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 ...
Have stayed there many times and never disappointed.
Reviewed on Nov 12, 2025

Super 8 by Wyndham Staunton
1527 Herman Rd, Staunton, IL
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Nov 23 to Nov 24
$90 total
Nov 23 - Nov 24
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 ...
Nice place
Reviewed on Oct 27, 2025

Carlin Villa Motel
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 1 to Dec 2
$80 total
Dec 1 - Dec 2
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.
Our room was phenomenal. So big. Amazing mattress and clean bathroom. It’s an older building and decor, but the room and grounds were clean and well kept. Job well done!
Reviewed on Nov 9, 2025

Super 8 by Wyndham Jerseyville
1303 State Highway 109, Jerseyville, IL
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $84 total per night from Nov 30 to Dec 1
$84 total
Nov 30 - Dec 1
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
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.
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Recent Chesterfield hotel reviews by fellow wanderers

Hampton Inn by Hilton Litchfield
5 out of 5
Posted 6 days ago
Travelocity Verified Review
"Have stayed there many times and never disappointed. "
A verified traveler stayed at Hampton Inn by Hilton Litchfield
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