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A historic building with a clock tower, a statue, and well-maintained gardens.

Search Guest Houses in Winchester from CA $66

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    Recommended hotels in Winchester

    1. Randolph Inn and Suites

    A golf course with a pond, trees, and a clear sky.

    2. Baymont by Wyndham Richmond I-70

    A hotel room with a large bed, a desk with a computer, a chair, and a TV.

    3. Holiday Inn Express & Suites Portland by IHG

    A buffet with various food items, including omelets and other dishes, served in metal containers.

    4. Motel 6 Portland, IN

    A hotel room with two beds, a desk with a TV, a dresser, and a window with curtains.

    5. Hoosier Inn

    A hotel room with two beds, each with a purple bedspread and white pillows. There are framed artworks on the walls and a nightstand with a lamp between the beds.

    6. Surestay By Best Western Greenville

    A reception desk with a blue and white color scheme, a logo for 'SureStay by BEST WESTERN', and a geometric patterned wall.

    7. Super 8 by Wyndham Centerville-Richmond

    A hotel room with three beds, a desk, and a chair. There are paintings on the walls and a window with curtains.

    8. Quality Inn Greenville North

    A hotel room with a large bathtub, a double bed, a desk, and a chair.

    9. Red Roof Inn Richmond, IN

    A building with a stone facade, a glass entrance, and a 'Lobby' sign.

    10. Courtyard Muncie at Horizon Convention Center

    A modern bistro bar with a wooden counter, a refrigerated display, and a menu board.

    11. Pets Welcome! Quiet Economy Home w/ Spacious Yard

    Living area

    12. Pets Welcome! Quiet Economy Home w/ Spacious Yard

    Interior

    13. Holiday Inn Express Hotel & Suites Greenville by IHG

    A modern hotel lobby with green seating, a reception desk, and a dining area in the background.

    14. Comfort Suites Richmond East

    An outdoor patio with grey sofas, a circular stone fire pit, and a pergola with string lights.

    15. Hampton Inn & Suites Richmond, IN

    A modern hotel lobby with seating areas, tables, and artwork on the walls.

    16. Quality Inn and Conference Center

    A hotel room with a large bed, a smaller bed, a nightstand, a lamp, and a window with curtains.

    17. Super 8 by Wyndham Muncie/Ball St. College Area

    A hotel room with two beds, a desk, a chair, a TV, and a large window.

    18. Days Inn by Wyndham Muncie -Ball State University

    A hotel room with a large bed, wooden headboard, bedside tables, and wall-mounted artwork depicting autumn leaves and a sunset over water.

    19. New Hagerstown Apartment - Self Check-in. Sleeps 4+

    A kitchen with wooden cabinets, a stainless steel stove, and a refrigerator.

    20. Best Western Plus Richmond Indiana I-70

    A reception desk with a "Welcome to Richmond" sign, a plant, and a snack bar in the background.

    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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    Learn more about Winchester

    In the heart of small-town America, Winchester's Historic Shopping & Dining District invites visitors to explore local heritage while savouring hometown flavours. Racing enthusiasts can catch high-octane action at Winchester Speedway, while golfers enjoy peaceful rounds at the well-maintained Winchester Golf Club.

    See all hotels in Winchester

    A historic building with a clock tower, a statue, and well-maintained gardens.

    Top reviews in Winchester

    Holiday Inn Express & Suites Portland by IHG

    A buffet with various food items, including omelets and other dishes, served in metal containers.

    Baymont by Wyndham Richmond I-70

    A hotel room with a large bed, a desk with a computer, a chair, and a TV.

    Comfort Suites Richmond East

    An outdoor patio with grey sofas, a circular stone fire pit, and a pergola with string lights.

    Holiday Inn Express Hotel & Suites Greenville by IHG

    A modern hotel lobby with green seating, a reception desk, and a dining area in the background.

    Courtyard Muncie at Horizon Convention Center

    A modern bistro bar with a wooden counter, a refrigerated display, and a menu board.

    Hampton Inn & Suites Richmond, IN

    A modern hotel lobby with seating areas, tables, and artwork on the walls.

    The Golden Inn

    A hotel room with two beds, a TV, a dresser, a bench, and a mirror.

    Best Western Plus Richmond Indiana I-70

    A reception desk with a "Welcome to Richmond" sign, a plant, and a snack bar in the background.

    Hampton Inn & Suites Muncie

    A breakfast buffet area with a sign that reads "HAPPY BREAKFAST STARTS HERE."

    Comfort Inn & Suites Muncie Near University

    A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

    Fairfield Inn by Marriott Muncie

    A modern kitchen with a stone accent wall, a black countertop, and a wooden dining area with chairs.

    Motel 6 Richmond, IN

    A spacious lobby with a wooden staircase, a chandelier, and a reception desk.