Isle of Wight County

  • IOWTourismCenter c663682dbec57b0d4504b4e06949d56f

About

Committees of Safety Created at the 1750 Courthouse
Beginning in 1775, local patriots under the direction of the appointed county magistrates, formed committees of safety to organize local militia units and secure supplies of powder and ball ammunition. Militia leader Josiah Parker of Macclesfield, among other notables with military and maritime experience, presided over these meetings to prepare Isle of Wight County citizens in the event Crown Forces appeared. As the current royal government court structure in the county, the 1750 Courthouse building served as the venue for these revolutionary assemblies.

Militia Musters on the Courthouse Green
Lot 33 of the original 1750 Smithfield land use plat lying directly across the street from the 1750 Courthouse was designated as the courthouse green. On monthly court days the major activity here was the assembly of purveyors of the many excess products produced on local farms. This one-acre green was also the primary assembly area for the local colonial militia when mustered. During the Revolutionary War, units came here to train in the techniques of 18th century tactical warfare.

Fort Boykin
Originally fortified in 1623, this strategic promontory on Burwells Bay was significantly reconstructed in 1776 as an extensively fortified earthwork to deter and defend against British naval incursions up the James River. Royal Navy warships never threatened the fort, named in honor of local patriot leader Francis Boykin. Refortified in 1812 for America’s “Second War of Independence,” Fort Boykin played a major role in defeating several British landings. This defensive work was again rebuilt and strengthened in 1861 to serve as a strongpoint protecting against Union Navy riverine advances toward Richmond. Following four naval gunfire assaults in May of 1862, Confederate forces were withdrawn when the position was deemed no longer necessary.

Benedict Arnold’s Campground at Pierceville
After landing at Hardy’s Ferry on Lawne’s Neck on January 14, 1781, and following skirmishes at Flowerdew Hundred and Cobham Wharf, Benedict Arnold’s army of some 800 regulars, loyalists and Hessian “Jaeger” encamped on the grounds of Pierceville, the home of one of Isle of Wight County’s most prominent landholders, Thomas Pierce.

Mackie’s Mill Skirmish
In January 1781, Benedict Arnold, in command of some 800 British regulars, loyalists and Hessian auxiliaries, appeared in the Chesapeake Bay after sailing from New York. Ordered to disrupt local patriot operations, he proceeded up the James River, burned the recently established capital in Richmond and returned down the river, moving overland to secure the port of Portsmouth. Debarking his small army north of Smithfield on the 15th of January, Arnold encamped on the edge of town. Early the next day he continued his march toward Portsmouth. His right flank element encountered the 200-strong Isle of Wight Militia force under Colonel Josiah Parker at the site of Mackie’s Mill. Resistance by the militia caused Arnold to employ his German riflemen against Parker’s two small cannon crews with devastating effect. Suffering unacceptable casualties, Parker ordered a withdrawal by his greatly outnumbered forces. Arnold continued his advance, capturing several Isle of Wight County Militia soldiers. Despite the brave delay tactics of local militia, Benedict Arnold achieved his objective of occupying Portsmouth. His army reembarked and returned to New York.

Captain Pierce Captured Near Wrenn’s Mill
According to the journal of Hessian Captain Johannes Ewald, the owner of Pierceville was captured near Wrenn’s Mill on January 15, 1781. Militia Major Thomas Pierce of Pierceville was reconnoitering alone the approach of Benedict Arnold’s invading force when he was captured by one of Ewald’s riflemen. This lucky Hessian auxiliary soldier, under military protocols, became the beneficiary of the “booty” of 1,000 pds. paper money, a fine gold watch and a beautiful horse.

Arnold’s Regiment Crosses Red Point Bridge
On the morning of January 16, 1781, Benedict Arnold sent his 200 strong 80th Regiment of foot soldiers across wooden Red Point Bridge to engage reported patriot militia units along the Pagan River. They continued along the east shore of Cypress Creek to threaten Colonel Josiah Parker’s Isle of Wight County Militia who were blocking Arnold’s planned route to Portsmouth. This small bridge at the east foot of Water Street (now South Church Street) was the only access to the Red Point area on the other side of Cypress Creek and areas east of the new (1750) Town of Smithfield.

John Sinclair House
At 335 South Church Street in Smithfield stands the home of local Revolutionary War patriot and notable privateer John Sinclair. Using letters of marque and reprisal, he waylaid and captured many English ships bound for the colonies to resupply his majesty’s forces. He is noted for carrying much needed ammunition to the American Army and piloting the French Fleet through the capes into the York River. This site is also notable for the post-Revolutionary War confrontation between Sinclair and Brigadier General (later Chief Justice) John Marshall. On July 22, 1794, Marshall led a troop of cavalry up to the front of this house in a failed attempt to arrest Sinclair for supposedly continuing his wartime escapades.

Reynolds Drive
The twisting and narrow Reynolds Drive is listed on 18th century maps as the “Road to Smiths Neck.” It was this route that British troops reportedly marched along to reach Colonel Josiah Parker’s home of Macclesfield under orders to destroy it. The record is unclear, but a report indicates the British troops decided not to burn the Parker home when they found only his family there – not him.

Macclesfield
Named for the Parker Family’s home estate in England, Macclesfield plantation was a 1638 land grant by King Charles I to Josiah Parker’s great-great grandfather. Macclesfield remained the Parker residence during the Revolutionary War when Josiah Parker served under George Washington commanding the Fifth Virginia Regiment in the battles of Trenton, Princeton and Brandywine Creek. The family cemetery still stands near where Macclesfield once was and Josiah Parker himself is reportedly buried there along with the ceremonial sword accepted from Hessian Colonel Johannes Rawl on December 26, 1776, following their surrender after the Battle of Trenton, New Jersey.

Mallory Todd House
Although not a member of the Continental Navy, shipping merchant Mallory Todd of Smithfield was a significant provider of provisions and supplies to the patriot Continental forces. His home still stands in the Town of Smithfield and was once his base of operations as his shipping interests expanded to meet the demands of supply for local patriot forces. He is recognized by the Sons of the American Revolution as a significant contributor to the Revolutionary cause. He is buried in a marked gravesite in the cemetery of the West Parish Church near Wrenn’s Mill in Isle of Wight County.

Saving of the Courthouse Records
During the Revolutionary War, upon hearing that British Lt. Col. Banastre Tarleton was nearing Smithfield, Elizabeth Bennett Young hid the county’s court records in a trunk and buried them on a nearby farm until the war’s end. Young, the wife of Deputy Clerk Lt. Francis Young, protected what are now some of the oldest and most complete court records in the United States.

Local Events

Fort Boykin Walking TourFort Boykin Walking Tour
January 10, 2026 - January 10, 2026
Isle of Wight County

Fort Boykin has been a part of American history since 1623 when a fort known as the Castle was constructed following the 1622 Indian Attack. It was re... Read More

LUNCH & LEARN: 1781 Battle of Mackie’s MillLUNCH & LEARN: 1781 Battle of Mackie’s Mill
January 16, 2026 - January 16, 2026
Isle of Wight County

Today is the 245th anniversary of the Revolutionary War engagement between local patriot militia forces and British regular soldiers under Benedict Ar... Read More

Windsor Castle Walking TourWindsor Castle Walking Tour
February 01, 2026 - February 01, 2026
Isle of Wight County

From the site's pre-colonial existence to the present day, Windsor Castle tells the fascinating history of the development of Smithfield. Join us for ... Read More

LUNCH & LEARN: Manumission in Isle of Wight County, VirginiaLUNCH & LEARN: Manumission in Isle of Wight County, Virginia
February 26, 2026 - February 26, 2026
Isle of Wight County

Manumission refers to the legal process of freeing enslaved people. It became more common after the Virginia Manumission Act of 1782 allowed owners to... Read More

Windsor Castle Walking TourWindsor Castle Walking Tour
March 01, 2026 - March 01, 2026
Isle of Wight County

From the site's pre-colonial existence to the present day, Windsor Castle tells the fascinating history of the development of Smithfield. Join us for ... Read More

LUNCH & LEARN: Happy Birthday, Robert Barraud Taylor!LUNCH & LEARN: Happy Birthday, Robert Barraud Taylor!
March 20, 2026 - March 20, 2026
Isle of Wight County

Celebrate the birthday of this War of 1812 hero born in 1775 in Smithfield. Commander of all U.S. military forces in the Norfolk area in 1813, Taylor ... Read More

God of the Tories: How British Clergy made the case against the RevolutionGod of the Tories: How British Clergy made the case against the Revolution
March 21, 2026 - March 21, 2026
Isle of Wight County

They say history is written by the winners but the perspective of the losers can also tell us as much about the events of the past. In this lecture Jo... Read More

Isle of Wight Courthouse Complex Walking TourIsle of Wight Courthouse Complex Walking Tour
April 11, 2026 - April 11, 2026
Isle of Wight County

Join us as we explore this 19th, 20th and 21st century site and share the story of its beginnings as well as a few tales of capers and duels. This tou... Read More

Windsor Castle Walking TourWindsor Castle Walking Tour
May 03, 2026
Isle of Wight County

From the site's pre-colonial existence to the present day, Windsor Castle tells the fascinating history of the development of Smithfield. Join us for ... Read More

LUNCH & LEARN: Happy 275th Birthday, Josiah Parker!LUNCH & LEARN: Happy 275th Birthday, Josiah Parker!
May 11, 2026 - May 11, 2026
Isle of Wight County

Born May 11, 1751, in Isle of Wight County, Josiah Parker was an American politician, Revolutionary War officer, local militia commander, member of th... Read More

Un/Bound: Free Black Virginians, 1619-1865Un/Bound: Free Black Virginians, 1619-1865
May 18, 2026 - June 29, 2026
Isle of Wight County

This traveling exhibit from the Virginia Museum of History & Culture explores the lives of free Black Virginians from the arrival of the first captive... Read More

Summer Series Part I: Freedom for Whom? Lord DunmoreSummer Series Part I: Freedom for Whom? Lord Dunmore's Proclamation and the Revolution in Virginia
June 03, 2026 - June 03, 2026
Isle of Wight County

The American Revolution dramatically altered the meaning of "liberty," and Dunmore’s November 1775 proclamation exposes the Revolution’s contradic... Read More

Windsor Castle Walking TourWindsor Castle Walking Tour
June 07, 2026 - June 07, 2026
Isle of Wight County

From the site's pre-colonial existence to the present day, Windsor Castle tells the fascinating history of the development of Smithfield. Join us for ... Read More

During the Several Invasions of the EnemyDuring the Several Invasions of the Enemy
June 13, 2026 - June 13, 2026
Isle of Wight County

The Virginia Publick Claims are historical records from the Revolutionary War era detailing the goods and services that Virginians provided to the Con... Read More

Sail250 Walking Tours of South Church StreetSail250 Walking Tours of South Church Street
June 13, 2026 - June 13, 2026
Isle of Wight County

In conjunction with the Sail250 maritime festival of tall ships and military ships to celebrate the 250th Anniversary of the founding of the United St... Read More

Summer Series Part II: A World in Motion: Indigenous Nations and the American RevolutionSummer Series Part II: A World in Motion: Indigenous Nations and the American Revolution
July 01, 2026 - July 01, 2026
Isle of Wight County

For Indigenous nations, the Revolution was not primarily a fight over abstract political rights, but a battle for land, sovereignty, and survival - of... Read More

LUNCH & LEARN: John Sinclair v. General John Marshall, 1794LUNCH & LEARN: John Sinclair v. General John Marshall, 1794
July 22, 2026 - July 22, 2026
Isle of Wight County

Today is the 232nd anniversary of the town's confrontation between accused privateer John Sinclair and U.S. Cavalry commander John Marshall, future Ch... Read More

Windsor Castle Walking TourWindsor Castle Walking Tour
August 02, 2026 - August 02, 2026
Isle of Wight County

From the site's pre-colonial existence to the present day, Windsor Castle tells the fascinating history of the development of Smithfield. Join us for ... Read More

Summer Series Part III: Revolution from Below: Debtors, the Landless, and the Common PeopleSummer Series Part III: Revolution from Below: Debtors, the Landless, and the Common People
August 05, 2026 - August 05, 2026
Isle of Wight County

Much of the Revolution’s radical energy came not from elites but from ordinary people crushed by debt, taxation, and land scarcity. Understanding th... Read More

Isle of Wight Courthouse Complex Walking TourIsle of Wight Courthouse Complex Walking Tour
August 15, 2026 - August 15, 2026
Isle of Wight County

Join us as we explore this 19th, 20th and 21st century site and share the story of its beginnings as well as a few tales of capers and duels. This tou... Read More

LUNCH & LEARN: Chickens & Cows & Pigs, Oh My: VirginiaLUNCH & LEARN: Chickens & Cows & Pigs, Oh My: Virginia's Early Colonizers
October 16, 2026 - October 16, 2026
Isle of Wight County

When the English colonists arrived in the New World in 1607, they faced significant hardship including the Starving Time of 1609. The drama and humani... Read More

Fort Boykin Walking TourFort Boykin Walking Tour
December 05, 2026 - December 05, 2026
Isle of Wight County

Fort Boykin has been a part of American history since 1623 when a fort known as the Castle was constructed following the 1622 Indian Attack. It was re... Read More

VA250 Commission

Contact

Judy Winslow