Leonardtown Travel Guide

Browse travel reviews, 4 travel blogs and 30 travel photos from real travelers to Leonardtown.

Leonardtown Locals

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Leonardtown Overview

Leonardtown, named for Benedict Leonard Calvert is the County Seat of St. Mary's County. St. Mary's is the Mother County of Maryland - the first English settlers in Maryland landed near here on St. Clement's Island and the first settlement was in St. Mary's city in the southern end of the county. Leonardtown (originally named Seymour Town) was founded in 1660 and incorporated in 1858. The most famous event held in Leonardtown is the National Oyster Festival held at the fairgounds south of town. Part of the Oyster Festival includes the National Oyster Shucking Contest as well as an oyster cooking competition. Medstar St. Mary's Hospital located in Leonardtown is the main hospital in the county. Leonardtown has three public schools (Leonardtown Elementary School, Leonardtown Middle School and Leonardtown High School - the Raiders). There are also Father Andrew White Parochial School (Pre-K to 8th grade) and Ryken, a Catholic High School (the Knights). The regional community college, the College of southern Maryland has a campus in Leonardtown. There are several historic buildings in and around Leonardtown including Tudor Hall built about 1798, the Old Jail Musuem built in 1858, Abell House buildt about 1910, and St. Andrew's Church which is an Episcopal Church south of town built in 1744. The Leonardtown Wharf waterfront park opened as a public attraction fin May 2008

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