The Old Inn, also known as the Old Brick Inn, was built circa 1816 in Saint Michaels, Maryland. It is unusual for Maryland in possessing two-story porches on both its front and back sides.
Barnaby House is a historic home in Oxford, Talbot County, Maryland, United States. It is a 1+1⁄2-story, side-hall / double-pile frame house erected in 1770. It features a steeply pitched wood shingle roof marked by two shed-roofed dormers and a single-story brick-ended kitchen wing. It is one of only three 18th-century buildings remaining in Oxford.
Clay's Hope is a historic home in Bellevue, Talbot County, Maryland, United States. It is a 2+1⁄2-story, 3-bay Flemish bond brick house with the gable roof, built around 1783. Also standing on the property is an array of outbuildings including the last known tobacco house to survive in Talbot County; a frame structure built around 1800. Other structures include a smokehouse-like frame structure built as an implement storage building and an early-19th-century gable-roofed structure with built-in seats that has been converted into a gazebo. A small Harrison family cemetery is also on the property.
Compton is a historic home in Trappe, Talbot County, Maryland. It is a two-part Flemish bond brick dwelling, which is the result of two major building periods and subsequent minor alterations. The main part is five bays long with a three-brick belt course between floors. The second part is a 1+1⁄2-story kitchen / dining room wing. Also on the property is a two-story brick milkhouse. It was home to Maryland's 18th Governor Samuel Stevens, who expanded the building to its present configuration.
Crooked Intention is a historic home in St. Michaels, Talbot County, Maryland, United States. It is a 1+1⁄2-story brick dwelling, three bays wide with wings, built about 1753. A 1+1⁄2-story Flemish bond wing was added in 1956. Also on the property is the original brick smokehouse and a beaded clapboard dairy.
Hope House is a historic home located near Easton, Talbot County, Maryland. It was listed on the National Register of Historic Places in 1979.
Jena is a historic home in Oxford, Talbot County, Maryland. It is a 1+1⁄2-story brick structure with 19th- and 20th-century additions. It is faced in Flemish bond and distinguished by its first-story 9/6 windows with unusual canted and paneled reveals.
Myrtle Grove is a historic home in Easton, Talbot County, Maryland. It consists of a frame section dating from the first half of the 18th century, a 1790 Flemish bond brick section, and a 1927 frame wing. The oldest section is five bays wide and one and a half stories tall on a brick foundation laid in English bond.
The Wye Town Farm House is a historic home in Easton, Talbot County, Maryland, United States. It is of brick construction, one and one-half stories high and two rooms deep with a small one-story brick kitchen. A two-story addition was made in the 20th century. The original section of the house dates from about 1800.
Tidewater Inn is a historic hotel in Easton, Talbot County, Maryland, United States. It is a Colonial Revival brick, hip-roofed, four-story hotel with flanking three-story wings and an addition on the north wing. The original section was completed in 1949, with an addition to the north constructed in 1953. The floor plan of the original building is a flattened chevron shape. It served as the preeminent hostelry and community gathering place on the Maryland Eastern Shore during the time when new automobile-oriented transportation routes intensified the volume of visitors.
Sherwood Manor, also known as Sherwood's Neck, is a historic home about four miles west of Saint Michaels, Talbot County, Maryland. It is a post-Revolutionary War brick structure located on a small point of land in Hemmersley Creek. The house is a five bay, two story brick structure, with an unusual pair of inset panels, the size of windows, on both stories of the west gable end. It was acquired in 1771 by Matthew Tilghman, a Maryland statesman and onetime member of the Continental Congress, to augment his own large property holdings in the area, which included his home at Rich Neck Manor. Matthew Tilghman's son, Lloyd Tilghman, occupied the Sherwood property and built Sherwood Manor some time before 1798.
Old Bloomfield is a historic home at Easton, Talbot County, Maryland, United States. It is a large and sprawling structure constructed in three major sections: a 1+1⁄2-story, three bay brick section with a steeply pitched roof built about 1720; a 1+1⁄2-story frame addition on the southwest gable built about 1840; and a 2-story frame wing on the southwest end of this earlier addition. Also on the property is a small frame dairy, a heavy timber-frame crib, and a barn. It has remained in the same family as a working farm continuously since the 17th century.
Orem's Delight is a historic home at Bellevue, Talbot County, Maryland, United States. The house, which was built about 1725, is a 20-by-25-foot, 1+1⁄2-story brick structure with an interior chimney. It is one of the few small 18th-century structures to have survived without incorporation into a larger dwelling.
Otwell is a historic home at Oxford, Talbot County, Maryland. It is a brick house composed of two major parts, the first constructed around 1720–1730, and the other part around 1800–1810. The earliest portion of the building consists of the westerly gambrel roofed structure with a "T"-shaped plan. At the base of the "T" are appended three small sections with varying roof lines, constructed in the first decade of the 19th century. The interior retains the original floor plan but the decorative detailing was extensively restored following a fire in 1958.
Rock Clift, or High Banks, is a historic home at Matthews, Talbot County, Maryland, United States. It is a two-story, three-bay Flemish bond brick house with dormers and has a one-story four-bay frame addition that was built in two sections. The brick house appears to date from about the 1780s.
Old Wye Church is a historic Episcopal church at Wye Mills, Talbot County, Maryland. It is a one-story, gable-roofed, rectangular brick structure originally constructed in 1717–21. It was extensively renovated in 1854 and restored to its 18th-century appearance in 1947–49. It embodies the distinctive characteristics of Georgian Anglican architecture in its brick construction, semicircular-arched window openings, shouldered buttresses, rectangular plan, and simple massing.
The Persistence is a Chesapeake Bay log canoe, built in the 1890s, possibly by John B. Harrison in Tilghman, Maryland. She measures 32'-41⁄2" long, with a beam of 6'-111⁄2" and is double-ended with no longhead on her bow. She is one of the last 22 surviving traditional Chesapeake Bay racing log canoes that carry on a tradition of racing on the Eastern Shore of Maryland that has existed since the 1840s. She is located at St. Michaels, Talbot County, Maryland.
Bowlingly, 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 Minnie V is a Chesapeake Bay skipjack, built in 1906 at Wenona, Maryland. She is a 45.3' long two-sail bateau, or "V"-bottomed deadrise type of centerboard sloop. She has a beam of 15.7' and a depth of 3' with a net registered tonnage of 8 tons. She is one of the 35 surviving traditional Chesapeake Bay skipjacks and a member of the last commercial sailing fleet in the United States. She is located at Tilghman, Talbot County, Maryland.
The Miller's House is a historic house on Old Wye Mills Road in Talbot County near Wye Mills, Maryland. The 2+1⁄2-story brick building was built c. 1770 by Edward Lloyd III, the owner of Wye Mill, for the miller to live in. The house as three bays, with a central door, and chimneys set in the outer walls. The house was built at a time when Talbot County's agricultural base was gradually shifting from tobacco to grain crops, and the Lloyds probably built the house to attract and retain skilled millers.
