Highland community i Howard county i Maryland i USA

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The majority of the downtown Highland district is situated within the 418-acre (169 ha) land grant named ”Hickory Ridge”. The Rouse Company borrowed the land grant name for one of its nearby villages of Columbia, built in 1974. The ”White Hall” or ”Hickory Ridge” slave plantation property was owned by the Ridgley, Hopkins and Disney families. One of the earliest businesses at the crossroads was Well's tavern, founded by Richard Wells in 1759. This was replaced with a wheelwright's shop by Joshua B. Disney in 1842. The same year, William Wall opened a general store and post office, giving the crossroads the short-lived name of ”Walls Crossroads” before another name change of the post office on December 2, 1878, to ”Highland” to reflect the town's elevation in Howard County. The County Commissioners added Hall Shop Road on the southern side of the community in 1877. The town did not receive direct rail service, but was only nine miles away from the B&O railroad in Laurel, Maryland using the rolling road now known as Route 216.

Highland played several important roles in U.S. history. The town housed meetings that affected the events of the Boston Tea Party. Well's Tavern (now the Kitty Bed and Breakfast) was the primary meeting place of a group of Northern sympathizers in the Civil War.

The Virginia Hardy Boarding School provided classes for students during the turn of the century.