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The Wye River is a 16.3-mile-long (26.2 km) tributary of the Chesapeake Bay, on the Eastern Shore of Maryland. It was named by the Lloyd family, Edward Lloyd (delegate), and Edward Lloyd (Governor of Maryland), after the River Wye in the United Kingdom. It falls within Queen Anne's County and Talbot County, and joins the Miles River near its mouth to the Eastern Bay. The river is popular with recreational boaters because of its secluded anchorages, fishing, crabbing and proximity to the tourist attractions of St. Michaels, Maryland. Like many rivers on the Chesapeake Bay, the Wye is largely tidal. The river's features include the 2,800-acre (11 km2) Wye Island, most of which is part of the Wye Island Natural Resources Management Area, managed by the Maryland Department of Natural Resources State Forest and Park Service. William Paca, the third governor of Maryland and a signatory to the Declaration of Independence, once owned the island. The nearby Aspen Institute Wye River Conference Centers (sections of which were formerly known as the "Wye River plantation") hosted the 1998 Mideast Peace talks attended by Israeli Prime Minister Benjamin Netanyahu and Palestinian Authority Chairman Yasser Arafat, and hosted by US President Bill Clinton that culminated in the Wye River Memorandum. The watershed also includes the Wye Research and Education Center, operated by the University of Maryland College of Agriculture and Natural Resources, Maryland Agricultural Experiment Station (MAES). They conduct agricultural research and education, in cooperation with the nearby Aspen Institute Wye River Conference Centers. Elián González and his father stayed at the Wye River Plantation briefly in 2000.Water quality is threatened by development.

Grasonville is a census-designated place (CDP) in Queen Anne's County, Maryland, United States. The population was 2,193 at the 2000 census.

The Aspen Institute Wye River Conference Centers are a set executive-retreat facilities run by the Aspen Institute on a campus overlooking the Wye River on the Eastern Shore of Maryland. The site, parts of which were once known as the Wye River Plantation, was donated by Mr. and Mrs. Arthur A. Houghton, Jr. in 1979. William Paca, a signer of the Declaration of Independence and third governor of Maryland, maintained his family estate here and a monument to his memory stands near the Houghton House. In 1998 the Conference Center was the site for negotiations between Israel and the Palestine Authority which resulted in the Wye River Memorandum. Since 1998, the Wye River Group on Healthcare has conducted policy meetings on retreat there. Famous residents of Wye River included the Chef Boyardee family, the Estate at Wye River ‘Penderyn’ hosted members of the state department during the Aspen accords. Elián González and his father stayed there briefly in 2000.

Queenstown is a town in Queen Anne's County, Maryland, United States. The population was 664 at the 2010 census.

Double School House Number 6 is a historic school house located in Queenstown, in Queen Anne's County, Maryland, United States. The double school house was built after a large fire in Queenstown. The property was purchased by school trustees James Masey and his wife, in 1834. As was common at the time, the building featured two separate entrances for boys and girls. In 1874, a larger school house was built on Del Rhodes Avenue, to serve the community of 250 residents. The school was moved to a new alignment and converted to a private residence in 1884.

Bowlingly (often spelled 'Bolingly'), also known as Neale's Residence and The Ferry House, is a historic home located at Queenstown, Queen Anne's County, Maryland, United States. It is a large brick dwelling house constructed in 1733 on a bluff overlooking Queenstown Creek. The original house is a two-story brick structure that is seven bays long and one room deep, with flush brick chimneys at either end of the pitched gable roof. On August 13, 1813, a flotilla of British Royal Navy warships landed at Bowlingly's wharf during the War of 1812. British troops who disembarked from the warships proceeded to sack the home before being engaging the local Maryland militia.The history of the property begins in September 1658 with a survey and then in January 1659 the Proprietor granted "James Bowling all that parcell of lands called Bowlingly lying ... on the east side of a creek in the said bay called Coursey's Creek, beginning at a marked cedar tree standing by a cove called Bowling's Cove". James Bowling was mainly active in Charles County, Maryland and probably never lived at this site. In 1664, he transferred the property "Bowlingsley in Talbot County" to William Calvert (son of Leonard Calvert) and his wife Elizabeth. Bowlingly was listed on the National Register of Historic Places in 1972.

St. Peter's Church, also known as the Church of St. Peter the Apostle, is a nearly 200-years-old Roman Catholic church located in Maryland's Eastern Shore near Queenstown. It is a prominent landmark along U.S. Route 50 in Maryland, which is part of the main route from Washington and Baltimore to Atlantic beach resort towns in Maryland and Delaware. Catholics came to Kent Island around 1639, and moved to what became the Queenstown area shortly afterwards. They originally practiced their religion discreetly in their homes. The parish of St. Peter's was established in 1765, and the original chapel was constructed some time in the next 20 years. This was the third permanent mission on Maryland's Eastern Shore. Construction of the present church began in 1823 and was completed in 1827. The building was expanded in 1877 after fundraisers were unable to raise enough money to build a completely new building in town. A portion of the church's exterior shell is the only part remaining from the 1827 structure. The church, which is built in the Victorian-Gothic style, has a steep roof and rose windows, and is located very near to the road. The interior is mostly the same as it was in the 1877 Victorian construction period, and contains all of the stained glass and altar furniture from that period. The church was placed in the National Register of Historic Places on March 10, 1980.

Kent Narrows is a census-designated place and town in Queen Anne's County, Maryland, United States. As of the 2020 census, the town had a population of 612.

Bloomingdale is a historic home located at Queenstown, Queen Anne's County, Maryland. It is a Federal style, 2+1⁄2-story, Flemish bond brick mansion. The main block measures approximately 51 feet long by 37 feet deep, and was built in 1792. A brick hyphen and wing are attached on the southeast.It was listed on the National Register of Historic Places in 1972.

The Kent Narrows, also known as Kent Island Narrows and to local residents simply as the Narrows, is a waterway that connects the Chester River with the Eastern Bay and also separates Kent Island from the Delmarva Peninsula. It runs through the community of Kent Narrows, Maryland. The Kent Narrows was originally shallow and surrounded by marsh. A causeway was built across it in 1826, but was removed in 1876 when the channel was dredged. Today the Kent Narrows continues to be dredged regularly. The area has traditionally been a location for seafood packing and restaurants.

Carpenter Island (historical) is located on the southern end of the Chester River on Chesapeake Bay in Queen Anne's County, Maryland. It has been known as Carpenter Island or Carpenter's Island since the early 18th century. This small natural island once contained a fishing camp and a small house. The house was made from logs that had been washed ashore. Over time, the wakes of passing water craft and ships eroded the island into nothing more than a mud flat at low tide. It is still listed as an Island on USGS maps. It is also still listed as an Island of Maryland.A Carpenters Island in St. Mary's County, Maryland, was included in a list of "lost islands" of the Chesapeake Bay published in 2005.

The Doncaster Town Site is an archeological site near Easton, Talbot County, Maryland. The site is located on one of the earliest land grants in Talbot County, surveyed on October 18, 1658. It is the location of the first Roman Catholic Church erected on the Eastern Shore of Maryland. The town was erected in 1684 and was one of the first planned towns in Maryland. At its peak Doncaster would have contained inns, a chapel, warehouses, a ferry, stores, stocks and a whipping post, a public square, and a number of residences. Archeological deposits were recorded in 1961. It was listed on the National Register of Historic Places in 1975.