- 8500-7000 B.C.: Glacial activity creates Champlain Sea; Paleo-Indians explore and hunt in Vermont.
- 7000-1000 B.C.: Archaic Period; Native Americans move seasonally around Vermont to live, hunt, gather, and fish.
- 1535: French explorer Jacques Cartier is first European to see what is now Vermont.
- 1609: Samuel de Champlain discovers Lake Champlain.
- 1666: Fort Ste. Anne constructed on Isle LaMotte, site of first white settlement and first Catholic Mass.
- 1760: Crown Point Military Road, from Springfield, Vermont to Chimney Point, Vermont, completed east-west across Vermont.
- 1761: Gov. Wentworth resumes New Hampshire Grants.
- 1770: Green Mountain Boys organized to protect New Hampshire Grants.
- 1774: The Scottish-American Land Company brings Scottish settlers to Ryegate & Barnet.
- 1775: Ethan Allen captures Fort Ticonderoga.
- 1776: Construction of American fort, Mount Independence in Orwell.
- 1777: Vermont declares itself a republic in Windsor; adopts first constitution with universal male suffrage, public schools, abolishing slavery; battles of Hubbardton & Bennington.
- 1779: Bayley-Hazen Military Road blazed from Peacham to Lowell; Vermont establishes property rights for women.
- 1780: Last major Indian raid, led by the British, in Royalton.
- 1783: Hyde Log Cabin constructed in Grand Isle.
- 1785: Eureka Schoolhouse constructed in Springfield; first marble quarry opened in Dorset.
- 1787: Castleton, Vermont's first college, established and chartered by the Vermont General Assembly.
- 1791: Vermont becomes 14th state; University of Vermont chartered; Thomas Jefferson and James Madison visit Vermont; 85,341 people in Vermont.
- 1805: Montpelier chosen as capitol; Joseph Smith, founder of the Mormon Church, born in Royalton.
- 1810: Justin Smith Morrill of Strafford born; 217,895 people in Vermont.
- 1823: Alexander Twilight is the first African-American to earn college degree in U.S. at Middlebury College.
- 1837: John Deere patents steel plow; Thomas Davenport patents first electric motor.
- 1855: First Republican governor elected; Republicans control that office until 1962.
- 1859: John Dewey, philosopher and pioneer in modern education born in Burlington; present State House constructed.
- 1864: St. Albans Raid, northern most engagement of the Civil War.
- 1865: State Agricultural College set up at the University of Vermont as a Land Grant College.
- 1872: Calvin Coolidge born on the Fourth of July in Plymouth Notch.
- 1881: Chester A. Arthur of Fairfield becomes U.S. President.
- 1891: Bennington Battle Monument completed in Old Bennington.
- 1918: Women vote in town elections.
- 1920: Vermont Cooperative Creameries, Inc., organized; 352,428 people in Vermont.
- 1921: Women's Suffrage adopted.
- 1923: Calvin Coolidge of Plymouth becomes U.S. President; gasoline tax adopted; airplanes regulated.
- 1930: 359,611 people in Vermont; cattle outnumber people.
- 1950: Marlboro Music Festival established; 377,747 people in Vermont; Pearl Buck moves to Winhall, Vermont.
- 1953: S.S. Ticonderoga makes last steamboat trip on Lake Champlain.
- 1954: Consuelo Northrup Bailey elected first woman lieutenant governor in U.S.
- 1964: Victory, Granby, & Jamaica last towns in Vermont to receive electricity.
2000: 608,827 people in Vermont.