1492
1600 Prior to the arrival of European settlers, the land now known as Elk Landing, was occupied by Native Americans who hunted, foraged and fished this pristine area.
1608 Captain John Smith explores the Elk River which is so named because several herd of American Elk are spotted along the shoreline.
1632 On June 20 Cecilius Calvert, second Lord of Baltimore, receives from King Charles I of England the province of Maryland which is carved from Virginia.
1634 Two small ships Ark and Dove are sent to Maryland by Cecilius Calvert under the leadership of his younger brother Leonard. They arrive on March 27 and a settlement is begun on St. Mary's River in what is now St. Mary's County.
1635 Maryland's first General Assembly meets and passes laws which guide Calvert's rule.
1638 The Swedes have formed a colony on the west bank of the Delaware River where Wilmington now stands.
1655 Jon Hanson Steelman, later to settle at Elk Landing, is born at the Aronameck Plantation on the west bank of the Schuykill River.
1655 Minquas (Susquehanna) Native Americans presents Governor John Claudius Rising of New Sweden with land called Chakakitque at the fork of the Elk River and other lands in exchange for the promise the Swedes would establish a trading post at what is today Elk Landing.
1666 Alsop's map of Maryland is published showing north to the right, more or less. Of all the animals shown on the map there does not appear to be an elk.
1674 Maryland's tenth county, Cecil, is established and named in honor of Cecilius Calvert.
1678 In this year (or the year following) a patent was issued to John Browning and Richard Nash for a 500 acre tract of land called "Successor" lying in a fork of the Elk River in Cecil County. This included the present site of Elk Landing. The English now claim the land from the Swedes.
1682 Valentine Hollingsworth, progenitor of the American Hollingsworth family arrives December 10 with his wife and family (including a son Henry) on the Delaware River. They settle on 986 acres granted by William Penn in Pennsylvania which he names Newworke.
1690 About this time Jon Hanson Steelman, a Swede, builds a wooden structure at Elk Landing and established a trading post with the Native Americans. The building was razed about 1905, but its remains are expected to be uncovered by an archaeological investigation.
1696 Zebulon Hollingsworth, later to acquire Elk Landing, is born in Chester County to Henry Hollingsworth, son of Valentine, and his wife the former Lydia Atkinson.
1699 The capitol of Maryland is moved from St. Mary's to Annapolis.
1730 Baltimore Town is founded on 60 acres bought by Charles and Daniel Carroll. Growth was initially very slow as there is little inward expansion for the Chesapeake Bay afforded a great highway for travel. Nearly every plantation lays along the water and is accessible by a wharf or landing, and the principal crop is tobacco. It is packed in large barrels called hogsheads, rolled to the wharf and shipped to England.
1735 Zebulon Hollingsworth acquires from Jon Hanson Steelman and others which he names Elk Landing Farm.
1737 Henry Hollingsworth is born in Cecil County on September 17 to Zebulon Hollingsworth and his wife the former Mary Jacobs. He is to later serve in the Continental Army.
1740 Captain Zebulon Hollingsworth, along with several other officers, command a group of foot militia in Cecil County.
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1770
BEGIN PRIMARY INTERPRETIVE PERIOD
1776 The Declaration of Independence is signed in Philadelphia.
First Maryland troops pass through Head of Elk en route to action in New York.
1777 On August 24 at 4:00 AM Colonel Henry Hollingsworth, Deputy Quartermaster General, writes an urgent letter to the Continental Congress in Philadelphia warning them of the arrival of the British Naval forces at Turkey Point on the Elk River. He believes their landing is imminent.
1777 On August 25 British invaders under General Howe begin disembarking from about 250 vessels which have sailed up the Chesapeake Bay. About 15,000 to 18,000 British troops pass through en route to capture the capitol in Philadelphia. Henry Hollingsworth scurries to remove stores, meat, grain and flour, from their path.
1777 October 6, General George Washington writes Colonel Henry Hollingsworth ordering the corn and grain belonging to the public be removed to a safe place.
1778 February 16, General George Washington at Valley Forge writes Colonel Henry Hollingsworth, "I am under the painful necessity of informing you, that the situation of the Army is most critical and alarming for want of Provision, especially of the Meat kind. The Troops have not had supplies of the latter for four days and many of them have been much longer without. I have sent Captn, Lee to forward from the Head of Elk and Dover, all of the provision, that may be at either of those places . . ."
1778 On February 21, General Washington writes Colonel Henry Hollingsworth, "Your Letter of the 18th gives me much pleasure that you have employed two active persons for the purpose of collecting Cattle and other Articles of provision for use by the Army . . ."

1780s  21st Century dendrochronology report establishes construction date of the two story field Stone House as commencing in the 1780s.
1781 April 6 orders from General Washington command General Lafayette and a force at Elk Landing to march south to join with General Nathanael Greene for action against Benedict Arnold in Virginia.
1781 On September 6 at Elk Landing a jubilant General George Washington, who is leading his army to Yorktown, reports that, " It is with the highest pleasure and satisfaction that the Commander-in-chief announces to the Army the arrival of Count De Grass in the Chesapeak, with a very favourable naval and Land force."
1781 A Private in Washington's army, Joseph Plumb Martin, is leaving Newport, Delaware on continuing a southward march that began on August 19 and writes, " We then crossed over land to the head of the Elk, or the head, or rather bottom, of Chesapeake Bay. Here we found a large fleet of small vessels waiting to covey us and other troops, stores, etc. down the bay. We soon embarked . . . [and] passed down the bay, making a grand appearance with our mosquito fleet . . ."
1781 Troops under the command of French Count Rochambeau join Washington at the Elk Landing, however, there are not enough ships to board, so they continue their march to Baltimore and Annapolis where additional vessels are to be found.
1781 On this movement of the troops southward, William Clajon writes, "General Washington and the army are gone to take Lord Cornwallis in his mouse-trap."
1781 October 19, General Washington, aided by the French Navy and land forces under Count Rochambeau, defeat Lord Cornwallis at Yorktown effectively ending the Revolutionary War.
1783 September 3, the peace treaty for the Revolutionary War is signed in Paris by Great Britain and on behalf of the United States, Benjamin Franklin, John Jay and John Adams.
1783 December 23, Commander-in-Chief George Washington resigns his commission at the state house in Annapolis.
1787 The Head of Elk is incorporated and the town now called Elkton.
1788 Henry Hollingsworth along with Joseph Gilpen, Samuel Evans and James Gordon Hern represent Cecil County to ratify the Constitution during the Maryland Convention in Annapolis of April 12 to 29.
1790 June 6, Colonel Henry Hollingsworth writes President George Washington requesting his support for an appointment to the Office of Commissioner for the state of Maryland.
1798 April 4, George Washington writing from Mount Vernon thanks Henry Hollingsworth for some American made cloth he had sent the President.
1800 Around this time granite filled barges sink in Big Elk Creek causing sand bars to form severely limiting the water draught. No longer can ship drawing 8 to 9 feet of water move up to the creek to the Town of Elkton.
1803 Colonel Henry Hollingsworth dies March 24.
1810 About this time Elk Landing becomes the principal port to move, "flour, whiskey, lumber, grain, and goods of all descriptions." A new road to the port at Christiana, Delaware facilitates transportation by wagon and stage.
1812 War is declared with Great Britain.
1813 On April 29 a group of British marines attack and burn Frenchtown. An attempt is made on Elkton, but defenses at Fort Hollingsworth located at Elk Landing and nearby Fort Defiance hold. The British move their forces down the Bay, and in early May burn Havre de Grace followed by destructions at Fredericktown and Georgetown.
1814 Mary Pickersville sews the stars on the flag which will fly over Ft. McHenry and inspires Francis Scott Key to write the words to the national anthem when the British fail to take the fort and Baltimore, the war comes to an end.
1815 Steamboat service begins at Elkton with a shallow draught vessel specifically designed for inland creeks and waterways.
1818 The New Castle & Frenchtown Turnpike opens. With this improved road the port of Frenchtown becomes a more significant competitor to Elk Landing for moving good and people north and south.
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1820END PRIMARY INTERPRETIVE PERIOD
1829 The Chesapeake & Delaware Canal opens. This provides an all water route between the cities of Baltimore and Philadelphia. By 1844 there is regular passenger service. In the long term this route will siphon off passengers and freight that was previously enjoyed by both Elk Landing and Frenchtown.
1831 The New Castle & Frenchtown Railroad opens making the connection between the two ports faster and cheaper further eroding the competitiveness of Elk Landing.
1837 The Philadelphia, Wilmington & Baltimore Railroad passes through Elkton putting additional economic pressure on water routes such as Elk Landing.
1848 The original brick two story house constructed by Zebulon Hollingsworth is gutted by fire. It is rebuilt as a Greek Revival style three story structure with a low pitched roof. Also a right side two story addition is added and the entire structure is covered with stucco. This the essentially the house you see today.
1851 In the July 19 issue of the Cecil Whig, "There are few prettier places than Elk Landing. To be sure there is none of the grandeur about it produced by steep hillsides, or overhanging rocks, or water falls; but then there is a quiet and placid beauty lying all around, which is perhaps the pleasantest scenery to dwell upon, and live in the midst of, after all."
1872 Citizens of Elkton petition the Federal Government to improve the channel between Elkton and Frenchtown.
1887 Deibert opens a boat yard on Little Elk Creek at Elk Landing constructing canal boats.
1910 About this time the silting in the Little Elk Creek forces Deibert to move his boat building operation to Long Creek in Chesapeake City.
1984 The stone structure known as the Jon Hanson Steelman tavern is placed on The National Register of Historic Places.
1999 On October 15 the Town of Elkton acquires 42 acres of Elk Landing from the descendants of the Hollingsworth family.
2000
2000 On January 17, the Town of Elkton and The Historic Elk Landing Foundation, Inc. sign a renewable 99 year lease for the restoration, management and operation of the site as a living history museum.
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