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Rosewell Plantation in Gloucester County, Virginia, was for more than 100 years the home of a branch of the Page family, one of the First Families of Virginia. Begun in 1725, the Flemish bond brick Rosewell mansion overlooking the York River was one of the most elaborate homes in the American colonies. In Mansions of Virginia, the architectural historian Thomas Tileston Waterman described the plantation house as "the largest and finest of American houses of the colonial period." Through much of the 18th century and 19th centuries, and during the American Civil War, Rosewell plantation hosted the area's most elaborate formal balls and celebrations. The home burned in 1916. In 1793, the Page family sold part of the Rosewell plantation to the Catlett family, who erected a house called "Timberneck", which still stands inside Virginia's 40th state park, Machicomico State Park. The Timberneck house, like Rosewell, has been the subject of archeological excavations, but unlike Rosewell, is being renovated by the Fairfield Foundation and volunteers, pursuant to an agreement with the Commonwealth of Virginia which envisions future lodging opportunities within the historic structure.

Carters Cove is an unincorporated community in Gloucester County, in the U. S. state of Virginia. To the inhabitants of Carters Cove it is known as "The Cove" or just "Cove".

Hermitage is an unincorporated community in Gloucester County, in the U. S. state of Virginia.

Cheatham Annex is a Naval Base, located near Williamsburg, Virginia on the York River approximately 35 miles northwest of Norfolk in the heart of the famous Jamestown–Williamsburg–Yorktown "Historic Triangle." Although Cheatham Annex was not commissioned until June 1943, the land on which the base is located can claim the unique distinction of having been associated with every conflict involving the United States freedom and independence. The mission of Cheatham Annex includes supplying Atlantic Fleet ships and providing recreational opportunities to military and civilian personnel.

York View is an unincorporated community in Gloucester County, Virginia, United States.

Penniman was an unincorporated town in northwestern York County, Virginia, on the south bank of the York River six miles (9.7 km) northeast of Williamsburg. This was on the Virginia Peninsula and near the Hampton Roads region of southeastern Virginia in the United States. A plant and company town were developed by E.I. DuPont Nemours company originally to manufacture TNT. It was named for Russell Sylvanus Penniman, an American chemist who in 1885 invented ammonia dynamite. As part of the World War I war efforts, Penniman was converted to other use in support of the U.S. Navy, which acquired property for Mine Depot, Yorktown. The Penniman plant was built to employ 10,000 persons. Housing for 15,000 was built in the new development. The Navy installation was largely abandoned after 1919, and the few residents in the area farmed after World War I. With tensions rising during World War II, the property was returned to military use less than 25 years later. The area including Penniman was taken over by the military and developed as a Navy facility known as Cheatham Annex. It later became part of the adjacent Naval Weapons Station Yorktown, access to which is restricted.

The Peninsula campaign (also known as the Peninsular campaign) of the American Civil War was a major Union operation launched in southeastern Virginia from March to July 1862, the first large-scale offensive in the Eastern Theater. The operation, commanded by Major General George B. McClellan, was an amphibious turning movement against the Confederate States Army in Northern Virginia, intended to capture the Confederate capital of Richmond. McClellan was initially successful against the equally cautious General Joseph E. Johnston, but the emergence of the more aggressive General Robert E. Lee turned the subsequent Seven Days Battles into a humiliating Union defeat. McClellan landed his army at Fort Monroe and moved northwest, up the Virginia Peninsula. Confederate Brigadier General John B. Magruder's defensive position on the Warwick Line caught McClellan by surprise. His hopes for a quick advance foiled, McClellan ordered his army to prepare for a siege of Yorktown. Just before the siege preparations had been completed, the Confederates, now under the direct command of Johnston, began a withdrawal toward Richmond. The first heavy fighting of the campaign occurred during the Battle of Williamsburg in which the Union troops managed some tactical victories, but the Confederates continued their withdrawal. An amphibious flanking movement to Eltham's Landing was ineffective in cutting off the Confederate retreat. During the Battle of Drewry's Bluff, an attempt by the US Navy to reach Richmond by way of the James River was repulsed. As McClellan's army reached the outskirts of Richmond, a minor battle occurred at Hanover Court House, but it was followed by a surprise attack by Johnston at the Battle of Seven Pines or Fair Oaks. The battle was inconclusive, with heavy casualties, but it had lasting effects on the campaign. Johnston was wounded by a Union artillery shell fragment on May 31 and replaced the next day by the more aggressive Robert E. Lee, who reorganized his army and prepared for offensive action in the final battles of June 25 to July 1, which are popularly known as the Seven Days Battles. The result was that the Union army was unable to enter Richmond, and both armies remained intact.

Clay Bank is an unincorporated community in Gloucester County, in the U. S. state of Virginia.

Fairfield plantation was a historic tobacco plantation from 17th century Colony of Virginia, owned by the Burwell family of Virginia from 1642 to 1787. The house was destroyed in 1897 due to fire. It is now an archaeological site that also includes slave quarters, a large formal garden, and the Burwell family cemetery. Archaeological research has been led by the Fairfield Foundation archaeologists David Brown And Thane Harpole.Built in 1694, the brick manor at Fairfield was described as what was once "the most sophisticated sophisticated classical house built in British North America to that date" by Cary Carson, retired Colonial Williamsburg research chief. It was built to emulate the houses of the gentry in London.The house had Flemish-bond brick walls and a 62-foot veranda on the front of the structure that overlooked the large formal garden. It had extra-large rectangular sash windows, and the first known use of a hipped roof with dormers in the colony. At the time the house was built, most of the other buildings were built on posts sunk in the earth. Fairfield Plantation became a National Register of Historic Places listing on July 16, 1973. It is also a Virginia Historic Landmark as of February 20, 1973.

Clopton is an unincorporated community in Gloucester County, in the U. S. state of Virginia.

Water Country USA is a water park in Williamsburg, Virginia, United States. It is the Mid-Atlantic's largest water park, and it offers live entertainment, shops and restaurants, water rides, and other family attractions, all of which have a 1950s or 1960s surf theme. It is owned by SeaWorld Parks & Entertainment. The park is just a few miles away from Busch Gardens Williamsburg, with which it shares clientele. Multi-park passes are available, and a parking pass at Water Country USA is valid for same-day entry to Busch Gardens Williamsburg.