Canada
- Winchester (Canada), city ofOntario
UK
- Winchester (Hampshire), city ofHampshire
United States of America
- Winchester (Arkansas), a town in Drew County, Arkansas
- Winchester (Connecticut), a town in Litchfield County, Connecticut
- Winchester (Idaho), a town in Lewis County, Idaho
- Winchester (Illinois), the county seat of Scott County, Illinois
- Winchester (Indiana), county seat of Randolph County, Indiana
- Winchester (Kansas), a city in Jefferson County, Kansas
- Winchester (Kentucky), county seat of Clark County, Kentucky
- Winchester (Massachusetts), municipality of Middlesex County, Massachusetts
- Winchester (Missouri), a city in St. Louis County, Missouri
- Winchester (New Hampshire), Cheshire County Municipality, New Hampshire
- Winchester (Oklahoma), city of Okmulgee County, Oklahoma
- Winchester (Tennessee), the county seat of Franklin County, Tennessee
- Winchester (Virginia), independent city of the Virginia
- Winchester (Washington), City of Washington
- Winchester (north central Wisconsin), city of Vilas County, Wisconsin
- Winchester (northeastern Wisconsin), a city in Winnebago County, Wisconsin