Plan your trip

Search Castles in Chesterfield from CA $106

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Sign in

  • Be picky

    Search almost a million properties worldwide

  • Check prices for these dates

    Check prices for these dates, December 14–15, 2026

    View in a map

    No exact matches found, but these alternatives could be just right

    Recommended hotels in Chesterfield

    1. Carlin Villa Motel

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

    2. Hampton Inn by Hilton Litchfield

    A Hampton Inn hotel with a flagpole, clear signage, and a well-maintained lawn.

    3. Super 8 by Wyndham Jerseyville

    A two-story hotel with a brick facade, large windows, and a covered entrance area.

    4. Light Filled Loft on Town Square.

    A brick building with multiple windows, some adorned with wreaths, and a door with a wreath and a red plaid pattern.

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

    A residential area with houses featuring front porches, a grassy yard, and a clear sky.

    6. Home is on the original 1926-1930 Route 66 alignment

    A two-story house with a covered porch and a well-maintained lawn.

    7. Beaver Inn - Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.

    A small white building with a black door, two windows, a bench, and a gravel driveway.

    8. The Carlinville Cottage

    A two-story house with a front porch, a small front yard, and a driveway.

    9. The Farmhouse Loft "Greene County's Guesthouse"

    A kitchen with white cabinets, a chalkboard with 'Happy Spring', a wooden counter, and a view into a dining area with a white chair and a hanging light fixture.

    10. McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

    A kitchen with white cabinets, a stainless steel microwave, a gas stove, and a built-in oven.

    11. Grand Victorian Carlinville home on Rt. 66.

    A two-story house with a wrap-around porch, a central entrance with a door, and a chimney.

    12. Super 8 by Wyndham Staunton

    A Super 8 hotel with a brick facade, large windows, and a flagpole with an American flag.

    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

    Explore a world of travel with Expedia