Castlewood may refer to:

Places United States Castlewood, Colorado, a town Castlewood, South Dakota, a town Castlewood, Virginia, a city Castlewood High School Castlewood (Chesterfield, Virginia), a historic plantation listed on the National Register of Historic Places Castlewood State Park, near Ballwin, Missouri Castlewood Canyon State Park, near Franktown, Colorado

Canada Orangeville/Castlewood Field Aerodrome, in Ontario Castlewood Lake, in Saskatchewan

Other Castlewood Orb Drive, a removable storage disk drive Castlewood - the name of fictional locations (in Hampshire and in Virginia) in novels by William Makepeace Thackeray