Title: Book The Best Hotels in Chesterfield, IL for 2026 from CA $108 - Fully Refundable Options - Expedia.ca [Vacation Rentals in Chesterfield](https://expedia.ca/Chesterfield-Vacation-Rentals.d553248634983592733.Travel-Guide-VacationRentals)[Chesterfield Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterfield.d553248634983592733.Car-Rental-Guide)[Chesterfield Vacation Packages](https://expedia.ca/Chesterfield.d553248634983592733.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Chesterfield, IL from CA $108 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Chesterfield Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Illinois%2C+United+States+of+America®ionId=553248634983592733&latLong=39.255046%2C-90.063163&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&travelerType=family_friendly) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Illinois%2C+United+States+of+America®ionId=553248634983592733&latLong=39.255046%2C-90.063163&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=PETS) ## Check prices for these dates Tonight [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=553248634983592733&startDate=2025-12-28&endDate=2025-12-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=553248634983592733&startDate=2025-12-29&endDate=2025-12-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248634983592733&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248634983592733&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesterfield hotels ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/70000/62400/62339/a2a3bf94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/70000/62400/62339/e61f32e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/70000/62400/62339/68582e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/62400/62339/01636650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Staunton [](https://www.expedia.ca/Litchfield-Hotels-Super-8-By-Wyndham-Staunton.h62339.Hotel-Information) Staunton 8.6/10 Excellent (765) "Both great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pam CA $98 CA $108 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Litchfield-Hotels-Super-8-By-Wyndham-Staunton.h62339.Hotel-Information) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373941/d92274c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373941/d0de665f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373941/f79d77ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 9 AM to 11 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373941/b7ddde41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton Litchfield [](https://www.expedia.ca/Litchfield-Hotels-Hampton-Inn-Litchfield.h1373941.Hotel-Information) Litchfield 9.0/10 Wonderful (627) "Was a nice place to stay for a weekend get a way" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katrina CA $139 CA $153 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Litchfield-Hotels-Hampton-Inn-Litchfield.h1373941.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/12000000/11400000/11392600/11392556/52edb97a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, 2 Double Beds](https://images.trvl-media.com/lodging/12000000/11400000/11392600/11392556/fc444dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/12000000/11400000/11392600/11392556/f0180a04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/12000000/11400000/11392600/11392556/72142117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carlin Villa Motel [](https://www.expedia.ca/Litchfield-Hotels-Carlin-Villa-Motel.h11392556.Hotel-Information) Carlinville 8.4/10 Very good (219) "Great stay. Great for the buck." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Siera CA $100 CA $111 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Litchfield-Hotels-Carlin-Villa-Motel.h11392556.Hotel-Information) ![In-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/450000/440500/440446/8d67e6ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/450000/440500/440446/f812b404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/450000/440500/440446/e59d205f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/450000/440500/440446/2d66cdc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Jerseyville [](https://www.expedia.ca/Litchfield-Hotels-Super-8-By-Wyndham-Jerseyville.h440446.Hotel-Information) Jerseyville 8.0/10 Very good (333) "Staff was very friendly and room was clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff CA $112 CA $124 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Litchfield-Hotels-Super-8-By-Wyndham-Jerseyville.h440446.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12®ionId=553248634983592733&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Hotels.d553248634983592733.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Hotels.d553248634983592733.Travel-Guide-Hotels) ## More cheap stays in Chesterfield ![Super 8 by Wyndham Staunton](https://images.trvl-media.com/lodging/1000000/70000/62400/62339/a2a3bf94_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Super 8 by Wyndham Staunton 1527 Herman Rd Staunton IL CA $98 CA $108 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.4/10 Very Good! (764 reviews) [](https://expedia.ca/Litchfield-Hotels-Super-8-By-Wyndham-Staunton.h62339.Hotel-Information) ![Carlin Villa Motel](https://images.trvl-media.com/lodging/12000000/11400000/11392600/11392556/52edb97a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Carlin Villa Motel 18891 Rt 4 Old Rt 66 Carlinville IL CA $100 CA $111 total Dec 29 - Dec 30 includes taxes & fees 8.4/10 Very Good! (219 reviews) [](https://expedia.ca/Litchfield-Hotels-Carlin-Villa-Motel.h11392556.Hotel-Information) ![Super 8 by Wyndham Jerseyville](https://images.trvl-media.com/lodging/1000000/450000/440500/440446/8d67e6ab_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Super 8 by Wyndham Jerseyville 1303 State Highway 109 Jerseyville IL CA $112 CA $124 total Jan 4 - Jan 5, 2026 includes taxes & fees 7.8/10 Good! (333 reviews) [](https://expedia.ca/Litchfield-Hotels-Super-8-By-Wyndham-Jerseyville.h440446.Hotel-Information) ![Hampton Inn by Hilton Litchfield](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373941/d92274c8_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn by Hilton Litchfield 11 Thunderbird Circle Litchfield IL CA $139 CA $153 total Jan 18 - Jan 19, 2026 includes taxes & fees 8.8/10 Excellent! (626 reviews) [](https://expedia.ca/Litchfield-Hotels-Hampton-Inn-Litchfield.h1373941.Hotel-Information) ![Light Filled Loft on Town Square](https://images.trvl-media.com/lodging/122000000/121830000/121829800/121829706/d2fe3561_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Light Filled Loft on Town Square Carlinville IL CA $208 CA $335 total Jan 2 - Jan 3, 2026 includes taxes & fees 10/10 Exceptional! (1 review) [](https://expedia.ca/Carlinville-Hotels-Light-Filled-Loft-On-Town-Square.h121829706.Hotel-Information) ![Plainview Vineyard Retreat by StayLage](https://images.trvl-media.com/lodging/109000000/108900000/108898600/108898545/9e472350_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Plainview Vineyard Retreat by StayLage Shipman IL [Get rates](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&selected=108898545&PinnedHotelID=108898545&HadPinnedHotel=true®ionId=553248634983592733) 10/10 Exceptional! (1 review) [](https://expedia.ca/Shipman-Hotels-Plainview-Vineyard-Retreat-By-StayLage.h108898545.Hotel-Information) ## Hotels in Chesterfield with star-rating ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 5 properties [](https://expedia.ca/2Star-Chesterfield-Hotels.s20-0-d553248634983592733.Travel-Guide-Filter-Hotels) ## Recent reviews of Chesterfield hotels ![Home is on the original 1926-1930 Route 66 alignment](https://images.trvl-media.com/lodging/43000000/42570000/42565000/42564987/9d8905a5_y.jpg) ### Home is on the original 1926-1930 Route 66 alignment 5/5 Excellent "This is a beautiful home along Route 66\. The hosts are friendly and quick to respond. It’s within walking distance of the town square. If you’re passing through town, I highly recommend! " A verified traveller stayed at Home is on the original 1926-1930 Route 66 alignment Posted 4 days ago [](https://expedia.ca/Girard-Hotels-Home-Is-On-The-Original-1926-1930-Route-66.h42564987.Hotel-Information) ![Super 8 by Wyndham Jerseyville](https://images.trvl-media.com/lodging/1000000/450000/440500/440446/8d67e6ab_y.jpg) ### Super 8 by Wyndham Jerseyville 5/5 Excellent "staff" A verified traveller stayed at Super 8 by Wyndham Jerseyville Posted 2 weeks ago [](https://expedia.ca/Litchfield-Hotels-Super-8-By-Wyndham-Jerseyville.h440446.Hotel-Information) ![Super 8 by Wyndham Staunton](https://images.trvl-media.com/lodging/1000000/70000/62400/62339/a2a3bf94_y.jpg) ### Super 8 by Wyndham Staunton 5/5 Excellent "Both great" A verified traveller stayed at Super 8 by Wyndham Staunton Posted 3 weeks ago [](https://expedia.ca/Litchfield-Hotels-Super-8-By-Wyndham-Staunton.h62339.Hotel-Information) ![Victorian Carlinville home on Rt. 66 ](https://images.trvl-media.com/lodging/65000000/65000000/64994300/64994277/7e556213_y.jpg) ### Victorian Carlinville home on Rt. 66 5/5 Excellent "The home is exactly as described and pictured. Full kitchen with spices, oil, etc - very helpful! Central location is awesome, and you can walk to the Dollar General across the street, which has great grocery options. Beds were very, very comfortable. Lots of helpful notes around the property and extras included, including several blow dryers, etc. Would recommend." A verified traveller stayed at Victorian Carlinville home on Rt. 66 Posted 3 weeks ago [](https://expedia.ca/Carlinville-Hotels-Victorian-Retreat-Close-To-Carlinville-Iconic-Rt-66-Square.h64994277.Hotel-Information) ![Hampton Inn by Hilton Litchfield](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373941/d92274c8_y.jpg) ### Hampton Inn by Hilton Litchfield 5/5 Excellent "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 traveller stayed at Hampton Inn by Hilton Litchfield Posted 1 month ago [](https://expedia.ca/Litchfield-Hotels-Hampton-Inn-Litchfield.h1373941.Hotel-Information) ![Plainview Vineyard Retreat by StayLage](https://images.trvl-media.com/lodging/109000000/108900000/108898600/108898545/9e472350_y.jpg) ### Plainview Vineyard Retreat by StayLage 5/5 Excellent "This quiet, clean home was a much appreciated respite from a rather chaotic visit with extended family during a difficult time. Thanks so much for making everything easy to access and for the hospitality. " A verified traveller stayed at Plainview Vineyard Retreat by StayLage Posted 1 month ago [](https://expedia.ca/Shipman-Hotels-Plainview-Vineyard-Retreat-By-StayLage.h108898545.Hotel-Information) ![Carlin Villa Motel](https://images.trvl-media.com/lodging/12000000/11400000/11392600/11392556/52edb97a_y.jpg) ### Carlin Villa Motel 5/5 Excellent " Very quiet and clean. A great place to stay for a nostalgic stay along old Route 66." A verified traveller stayed at Carlin Villa Motel Posted 1 month ago [](https://expedia.ca/Litchfield-Hotels-Carlin-Villa-Motel.h11392556.Hotel-Information) ![The Carlinville Cottage](https://images.trvl-media.com/lodging/101000000/100410000/100408600/100408559/afa6466c_y.jpg) ### The Carlinville Cottage 5/5 Excellent "Beautiful home, well appointed. Very accommodating host, we have rented this home many times and keep coming back!" A verified traveller stayed at The Carlinville Cottage Posted 2 months ago [](https://expedia.ca/Carlinville-Hotels-The-Carlinville-Cottage.h100408559.Hotel-Information) ![Cozy studio located in small town America, Bunker Hill, IL. ](https://images.trvl-media.com/lodging/107000000/106750000/106748200/106748150/1da5c07a_y.jpg) ### Cozy studio located in small town America, Bunker Hill, IL. 5/5 Excellent "Lovely, comfortable and quiet loft. Extremely clean and softly decorated. Host provided every amenity one might need. Very thankful for the water in frig. We would gladly stay again if anywhere near the area. Located within wslking distance of several restaurants. Sage House was excellent. Breakfast at Sally's perfect." A verified traveller stayed at Cozy studio located in small town America, Bunker Hill, IL. Posted 2 months ago [](https://expedia.ca/Bunker-Hill-Hotels-Cozy-Studio-Located-In-Small-Town-America.h106748150.Hotel-Information) ## Frequently asked questions ### What's the best place to stay in Chesterfield? ### What are some of the best vacation rentals that Chesterfield has to offer? ### If I need to cancel my hotel reservation in Chesterfield, will I receive a refund? ### How is it to stay in Chesterfield? ### What should I see while I'm in Chesterfield? ### What's the weather like in Chesterfield? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Apartments in Benld ](https://www.expedia.ca/Benld-Apartments.d553248634983372757-aaApartments.Travel-Guide-Accommodation) - [Bethalto Hotels ](https://www.expedia.ca/Bethalto-Hotels.d79380.Travel-Guide-Hotels) - [Brighton Hotels ](https://www.expedia.ca/Brighton-Hotels.d553248634983484440.Travel-Guide-Hotels) - [Bunker Hill Hotels ](https://www.expedia.ca/Bunker-Hill-Hotels.d553248634983416591.Travel-Guide-Hotels) - 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