Addison County 001 Middlebury 1785 Part of Rutland County. Joseph Addison (1672.1719), an English politician and writer. 37,035 770 sq mi (1,995 km²) State map highlighting Addison County Bennington County 003 Bennington and Manchester 1779 One of the original two counties. Benning Wentworth (1696.1770), the colonial governor of New Hampshire (1741.1766). 36,317 676 sq mi (1,751 km2) State map highlighting Bennington County Caledonia County 005 St. Johnsbury 1792 Part of Orange County. Latin name for Scotland. 30,780 651 sq mi (1,686 km2) State map highlighting Caledonia County Chittenden County 007 Burlington 1787 Part of Addison County. Thomas Chittenden (1730.1797), first governor of Vermont (1791.1797). 161,382 539 sq mi (1,396 km2) State map highlighting Chittenden County Essex County 009 Guildhall 1792 Part of Orange County. Essex, a county in England. 6,163 665 sq mi (1,722 km2) State map highlighting Essex County Franklin County 011 St. Albans (city) 1792 Part of Chittenden County. Benjamin Franklin (1706.1790), one of the most critical Founding Fathers of the United States. 48,799 637 sq mi (1,650 km2) State map highlighting Franklin County Grand Isle County 013 North Hero 1802 Part of Chittenden County and Franklin County. Largest island in Lake Champlain. 6,861 83 sq mi (215 km2) State map highlighting Grand Isle County Lamoille County 015 Hyde Park (town) 1835 Parts of Chittenden County, Franklin County, Orleans County and Washington County. La Mouelle (meaning the seagull), named by French explorer Samuel de Champlain (~1570.1635). 25,235 461 sq mi (1,194 km2) State map highlighting Lamoille County Orange County 017 Chelsea 1781 Part of Cumberland County. Prince William (1650.1702) of Orange. 28,899 689 sq mi (1,785 km2) State map highlighting Orange County Orleans County 019 Newport (city) 1792 Part of Chittenden County and Orange County. City of Orlés, France. 27,100 697 sq mi (1,805 km2) State map highlighting Orleans County Rutland County 021 Rutland (city) 1781 Part of Bennington County. Town of Rutland, Massachusetts. 59,736 932 sq mi (2,414 km2) State map highlighting Rutland County Washington County 023 Montpelier 1810 Parts of Orange County, Caledonia County, and Chittenden County. George Washington (1732.1799), first President of the United States (1789.1797). 58,612 690 sq mi (1,787 km2) State map highlighting Washington County Windham County 025 Newfane 1779[a] (as Cumberland County) (renamed 1781) One of the original two counties. Town of Windham, Connecticut. 43,386 789 sq mi (2,044 km2) State map highlighting Windham County Windsor County 027 Woodstock 1781 Part of Cumberland County. Town of Windsor, Connecticut. 55,737 971 sq mi (2,515 km2) State map highlighting Windsor County